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 tosylate salt formation. This specialized organic compound represents a significant pharmaceutical building block in the synthesis of various therapeutic agents. With its molecular formula C24H25NO5S and molecular weight of 439.5 g/mol, this substance combines a benzyl-protected amino acid derivative with para-toluenesulfonic acid, forming a stable tosylate salt. The (3S) stereochemical designation indicates its specific chiral configuration, which is crucial for pharmaceutical applications where stereoselectivity determines biological activity. The compound exhibits moderate environmental persistence, classified under Aquatic Chronic 2 hazard category with GHS09 pictogram designation, indicating potential long-term aquatic toxicity. Despite this environmental consideration, it poses minimal immediate health risks with no assigned signal word under current classification systems. Transportation falls under ADR Class 9 miscellaneous dangerous goods, requiring standard chemical handling protocols. Primary industrial applications include pharmaceutical intermediate synthesis, particularly in the development of cardiovascular and neurological medications where tetrahydroisoquinoline scaffolds are essential. The compound also serves as a chiral building block in asymmetric synthesis processes and as a protecting group reagent in complex organic transformations. Unlike structurally distinct compounds such as 4-[9-(4-amino-3-chlorophenyl)fluoren-9-yl]-2-chloroaniline, this tetrahydroisoquinoline derivative offers specific stereochemical control in pharmaceutical synthesis. Quality control protocols ensure high optical purity and chemical stability, making it suitable for advanced pharmaceutical manufacturing processes. The tosylate salt formation enhances solubility and crystallization properties compared to the free base form. OYSI maintains reliable supply chains for this specialized pharmaceutical intermediate, supporting European chemical and pharmaceutical industries with consistent quality standards.

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 chemical compound with CAS number 77497-97-3 and molecular formula C24H25NO5S. This substance has a molecular weight of 439.5 g/mol and appears to be a complex organic compound combining a tetrahydroisoquinoline derivative with a tosylate salt. It is classified as hazardous to the aquatic environment with chronic toxicity category 2.

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

This compound is a solid organic substance with a molecular weight of 439.5 g/mol and formula C24H25NO5S. As a tosylate salt derivative, it typically exhibits good stability and moderate solubility in polar solvents. The specific physical properties such as melting point, color, and exact solubility data would depend on the manufacturing specifications and purity grade of the particular batch.

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

This compound is primarily used as an intermediate in pharmaceutical synthesis and organic chemistry research. Its tetrahydroisoquinoline structure makes it valuable for developing pharmaceuticals, particularly those targeting neurological conditions. The tosylate salt form enhances its stability and handling properties, making it suitable for commercial-scale synthesis processes and as a building block in medicinal chemistry applications.

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

Handle this substance with standard laboratory safety precautions including wearing protective gloves, safety glasses, and appropriate clothing. Work in a well-ventilated area or under a fume hood to minimize exposure. Although it has no signal word assigned, its Aquatic Chronic 2 classification requires careful handling to prevent environmental release. Avoid generating dust and ensure proper containment during transfer and weighing operations.

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

Store this compound in a cool, dry place away from direct sunlight and moisture. Keep containers tightly closed and properly labeled in a designated chemical storage area. As it's classified as ADR Class 9 (miscellaneous dangerous goods), ensure storage complies with local regulations for hazardous materials. Separate from incompatible materials and maintain appropriate temperature control to preserve product stability and 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, immediately wash the affected area with plenty of soap and water. If eye contact occurs, rinse thoroughly with water for at least 15 minutes and seek medical attention. For inhalation, move to fresh air immediately. If ingested, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet for complete first aid instructions and contact emergency services if severe symptoms develop.

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

Dispose of this substance through licensed hazardous waste disposal facilities in accordance with local, national, and EU regulations. Due to its Aquatic Chronic 2 classification, prevent environmental release during disposal. Contact authorized waste management companies experienced in handling pharmaceutical intermediates and organic chemicals. Never dispose of through regular waste streams or pour down drains, as this could harm aquatic ecosystems.

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

This substance is classified as ADR Class 9 (miscellaneous dangerous goods), Packing Group III for transport purposes. Use appropriate packaging that meets UN specifications for Class 9 materials. Ensure proper labeling with GHS09 environmental hazard pictogram and required transport documentation. Follow ADR regulations for loading, segregation, and vehicle requirements when shipping within Europe, and coordinate with carriers experienced in hazardous materials transport.

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

This substance is subject to CLP regulation due to its Aquatic Chronic 2 classification and must display the GHS09 environmental hazard pictogram. It falls under REACH regulation for chemical registration and safety assessment within the EU. While not identified as a SVHC (Substance of Very High Concern), users must comply with standard chemical safety requirements, workplace exposure limits, and environmental protection measures for aquatic toxicity.

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

OYSI is a trusted European distributor offering this specialized pharmaceutical intermediate to qualified customers. As an established chemical distributor, OYSI provides quality assurance, regulatory compliance documentation, and reliable supply chain management for pharmaceutical and research applications. Contact OYSI directly for availability, specifications, and pricing information. Ensure your organization meets regulatory requirements for purchasing and handling this classified substance before ordering.

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Data Sources

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