[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate

C17H23NO3

CAS101-31-5
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
Danger

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Identification

CAS Number
101-31-5
EC Number
202-933-0
UN Number
1544
Index Number
614-012-00-4
PubChem CID
154417

Physical-chemical properties

Molecular Formula
C17H23NO3
Molar Mass
289.40 g/mol
IUPAC Name
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate

Chemical Identifiers

InChI
InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16-/m1/s1
InChI Key
RKUNBYITZUJHSG-VFSICIBPSA-N

Overview

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate (CAS 101-31-5) is a tropane alkaloid derivative with significant pharmacological activity and high acute toxicity classification. This bicyclic compound, with molecular formula C17H23NO3 and molecular weight 289.4 g/mol, represents a complex organic structure featuring both a tropane ring system and a phenylpropanoate ester group. The stereochemical configuration is precisely defined, with specific R and S designations at multiple chiral centers, making it distinct from related compounds such as [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate, which differs in its stereochemical arrangement. The compound carries significant safety considerations, classified under Acute Toxicity Category 2 with the danger signal word and GHS06 skull and crossbones pictogram. Transportation falls under ADR Class 6.1, indicating its toxic nature requires specialized handling protocols. These safety classifications necessitate strict adherence to occupational health guidelines, including appropriate personal protective equipment, ventilation systems, and emergency response procedures. Industrial applications primarily focus on pharmaceutical research and development, where the compound serves as an intermediate in synthetic pathways or as a reference standard for analytical purposes. Its unique bicyclic structure makes it valuable in medicinal chemistry research, particularly in studies involving tropane-based compounds. Additionally, it finds use in specialized chemical synthesis processes where its specific stereochemistry provides advantages in creating target molecules. The compound's complex structure and regulatory requirements make it essential for users to maintain proper documentation and handling procedures throughout the supply chain. OYSI provides this specialized chemical compound with full regulatory compliance documentation to support pharmaceutical and research applications across European markets.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 2 *

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H300

Fatal if swallowed.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Fatal

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Ingestion

Fatal

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number1544
ADR Class6.1
Packing GroupI
Tunnel CodeC/E
Proper Shipping NameHyoscyamin
Marine PollutantNo

Frequently Asked Questions

What is [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is a tropane alkaloid ester compound with the molecular formula C17H23NO3. This bicyclic organic molecule has a molecular weight of 289.4 g/mol and is identified by CAS number 101-31-5. The compound features a bicyclic nitrogen-containing ring system linked to a phenylpropanoate moiety, making it structurally significant in pharmaceutical chemistry applications.

What are the physicochemical properties of [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is an organic compound with molecular formula C17H23NO3 and molecular weight 289.4 g/mol. As a tropane derivative, it typically exists as a crystalline solid at room temperature. The compound contains both hydrophobic aromatic regions and polar functional groups, influencing its solubility characteristics. Its bicyclic structure provides conformational rigidity, affecting its physical properties and biological activity profile.

What is [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate used for?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate serves as an important pharmaceutical intermediate and research compound. Its tropane alkaloid structure makes it valuable in medicinal chemistry research and drug development processes. The compound is primarily used in laboratory settings for synthetic chemistry applications, pharmaceutical research, and as a reference standard in analytical chemistry. Industrial applications focus on specialized chemical synthesis where its unique bicyclic structure is required.

How to handle [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate safely?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate requires careful handling due to its Acute Toxicity Category 2 classification. Always wear appropriate personal protective equipment including nitrile gloves, safety goggles, and lab coats. Work in well-ventilated areas or fume hoods to prevent inhalation exposure. Avoid direct skin and eye contact. Use proper laboratory techniques and never eat, drink, or smoke while handling. Wash hands thoroughly after use and ensure proper training before manipulation.

How to store [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate correctly?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate must be stored in a secure, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly closed in a cool, dry place with controlled access due to its high toxicity classification. Store separately from oxidizing agents, acids, and bases. Ensure proper labeling with hazard information and maintain appropriate inventory records. Use secondary containment to prevent spillage and ensure storage areas meet local safety regulations for toxic substances.

What to do in case of contact with [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate?

Immediate medical attention is required for any contact with [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate due to its acute toxicity. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. In case of eye contact, flush immediately with water for 15-20 minutes. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek emergency medical care. Always contact poison control and provide safety data sheet information to medical personnel.

How to dispose of [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate properly?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate must be disposed of as hazardous waste through licensed waste management companies. Due to its acute toxicity classification, it cannot be disposed of in regular waste streams. Collect waste in appropriate, labeled containers and segregate from other chemicals. Follow local and national regulations for hazardous waste disposal. Incineration at high temperatures in specialized facilities is typically the preferred disposal method. Maintain proper documentation of disposal activities for regulatory compliance.

How to transport [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is classified under ADR Class 6.1, Packing Group I, indicating highly toxic substances. Transportation requires specialized packaging meeting UN specifications for Packing Group I materials. Proper shipping papers, hazard labels, and placarding are mandatory. Only certified carriers trained in hazardous materials transport should handle shipments. Emergency response information must accompany the shipment, and specific routing requirements may apply depending on local regulations.

Is [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate subject to specific regulations?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is subject to multiple regulatory frameworks including REACH registration requirements in Europe and CLP classification as Acute Tox. 2. The substance is not currently listed as an SVHC under REACH. Its high toxicity classification requires compliance with occupational safety regulations, proper labeling, and safety data sheet provisions. Additionally, its pharmaceutical relevance may subject it to controlled substance regulations depending on jurisdiction and intended use.

Where to buy [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate in Europe?

[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to qualified research institutions and pharmaceutical companies with proper handling capabilities. Due to its acute toxicity classification and regulatory requirements, purchases require appropriate licenses and documentation of intended use. Contact OYSI directly for availability, technical specifications, and regulatory compliance documentation. Proper storage and handling facilities are prerequisites for procurement.

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[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.