Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid

C24H25NO5S

benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid

CAS77497-97-3
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt

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Identification

CAS Number
77497-97-3
EC Number
406-960-0
UN Number
3077
Index Number
613-145-00-5
PubChem CID
12766750

Physical-chemical properties

Molecular Formula
C24H25NO5S
Molar Mass
439.50 g/mol
IUPAC Name
benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid

Chemical Identifiers

InChI
InChI=1S/C17H17NO2.C7H8O3S/c19-17(20-12-13-6-2-1-3-7-13)16-10-14-8-4-5-9-15(14)11-18-16;1-6-2-4-7(5-3-6)11(8,9)10/h1-9,16,18H,10-12H2;2-5H,1H3,(H,8,9,10)/t16-;/m0./s1
InChI Key
PSMBIFNNFMRIMV-NTISSMGPSA-N

Overview

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid (CAS 77497-97-3) is a chiral tetrahydroisoquinoline derivative with pharmaceutical intermediate properties and specific stereochemical configuration. This complex organic compound represents a salt form combining a benzyl ester of tetrahydroisoquinoline-3-carboxylic acid with 4-methylbenzenesulfonic acid (p-toluenesulfonic acid). The molecular structure features a tetrahydroisoquinoline core, which is a saturated derivative of the naturally occurring isoquinoline alkaloid system. The (3S) stereochemistry designation indicates the specific three-dimensional arrangement at the carbon-3 position, making this compound particularly valuable in stereoselective synthesis applications. With a molecular formula of C24H25NO5S and molecular weight of 439.5 g/mol, this substance exhibits moderate complexity typical of pharmaceutical building blocks. The compound is classified under EC number 406-960-0 and carries environmental hazard considerations, specifically Aquatic Chronic 2 classification with GHS09 pictogram requirements. Transportation falls under ADR Class 9 miscellaneous dangerous goods, reflecting its specialized handling requirements. The tetrahydroisoquinoline framework shares structural similarities with various bioactive compounds, though its applications differ significantly from substances like 4-[9-(4-amino-3-chlorophenyl)fluoren-9-yl]-2-chloroaniline, which targets different therapeutic pathways. Primary industrial applications include pharmaceutical intermediate synthesis, particularly in the development of neurologically active compounds, asymmetric synthesis processes where stereochemical control is crucial, and specialized research applications in medicinal chemistry. The compound's chiral nature makes it especially valuable for producing enantiomerically pure pharmaceuticals. OYSI maintains reliable supply chains for this specialized pharmaceutical intermediate, ensuring consistent availability for European chemical industry requirements.

Safety & Classification

Classification:

Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H411

Toxic to aquatic life with long lasting effects.

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

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping Name(S)-3-Benzyloxycarbonyl-1,2,3,4-tetrahydro-isoquinolinium-4-methylbenzensulfonat
Marine PollutantNo

Frequently Asked Questions

What is benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is a chiral organic compound with CAS number 77497-97-3 and molecular formula C24H25NO5S. This substance has a molecular weight of 439.5 g/mol and represents a tosylate salt form of a tetrahydroisoquinoline derivative. It is classified as environmentally hazardous with Aquatic Chronic 2 classification, indicating potential long-term adverse effects on aquatic organisms.

What are the physicochemical properties of benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is a solid crystalline compound with a molecular weight of 439.5 g/mol. As a tosylate salt, it typically exhibits good solubility in polar solvents and moderate stability under normal conditions. The compound contains both aromatic and aliphatic structural elements, contributing to its specific physicochemical behavior. Detailed properties such as melting point and exact solubility parameters should be obtained from the technical data sheet.

What is benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid used for?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is primarily used as an intermediate in pharmaceutical synthesis and fine chemical manufacturing. Its chiral nature makes it valuable in asymmetric synthesis applications where stereochemical control is essential. The compound serves as a building block for developing more complex molecules in medicinal chemistry research and drug development processes, particularly in projects requiring specific stereochemical configurations.

How to handle benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid safely?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid requires standard laboratory safety precautions during handling. Use appropriate personal protective equipment including safety glasses, gloves, and lab coats. Work in well-ventilated areas or under fume hoods to minimize exposure. Although no specific signal word is assigned, treat the substance with caution due to its Aquatic Chronic 2 classification. Avoid release to the environment and follow good industrial hygiene practices.

How to store benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid properly?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid should be stored in a cool, dry place away from direct sunlight and moisture. Keep containers tightly sealed to prevent contamination and degradation. Store in original packaging with proper labeling including hazard information. Maintain storage areas with adequate ventilation and away from incompatible materials. Regular inventory checks should be performed to monitor container integrity and product quality.

What to do in case of contact with benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid?

In case of skin contact with benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid, immediately wash the affected area with plenty of water and soap. For eye contact, rinse thoroughly with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical advice. Always consult the safety data sheet for complete first aid instructions.

How to dispose of benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid appropriately?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid must be disposed of according to local and national environmental regulations due to its Aquatic Chronic 2 classification. Contact licensed waste disposal companies for proper treatment and disposal. Do not discharge into drains, waterways, or soil. The substance requires special handling to prevent environmental contamination. Maintain documentation of disposal activities for regulatory compliance and environmental protection.

How to transport benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is classified as ADR Class 9 (miscellaneous dangerous substances), Packing Group III. This classification requires appropriate packaging, labeling, and documentation during transport. Use UN-approved packaging and ensure proper hazard labeling with GHS09 environmental pictogram. Transport vehicles must comply with ADR regulations for Class 9 substances, including proper segregation and emergency response information.

Is benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid subject to specific regulations?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is subject to standard chemical regulations including REACH registration requirements in Europe and CLP classification as Aquatic Chronic 2. The substance is not identified as SVHC (Substance of Very High Concern). Users must comply with environmental protection regulations due to its aquatic toxicity classification and follow proper risk assessment procedures for occupational and environmental exposure.

Where to buy benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid in Europe?

Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid is available through OYSI, a specialized European distributor of fine chemicals and pharmaceutical intermediates. OYSI provides reliable supply chains and technical support for laboratory and industrial customers across Europe. Contact OYSI directly for availability, specifications, and regulatory documentation including safety data sheets and certificates of analysis to ensure compliance with your specific requirements.

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Data Sources

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