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N-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride (1:1)
[CAS# 1229025-32-4]

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Identification
ClassificationOrganic raw materials >> Carboxylic compounds and derivatives >> Salt of carboxylic acid ester and its derivatives
NameN-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride (1:1)
Synonyms(S)-Methyl (1-aminopropan-2-yl)carbamate hydrochloride
Molecular StructureCAS # 1229025-32-4, N-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride (1:1)
Molecular FormulaC5H12N2O2.HCl
Molecular Weight168.62
CAS Registry Number1229025-32-4
EC Number826-701-9
SMILESC[C@@H](CN)NC(=O)OC.Cl
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH317  Details
Safety StatementsP261-P272-P280-P302+P352-P321-P333+P317-P362+P364-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin sensitizationSkin Sens.1H317
SDSAvailable
up Discovery and Applications
N-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride, commonly known as a chiral intermediate, plays a critical role in the synthesis of pharmaceuticals, particularly in the development of drugs targeting neurological and cardiovascular conditions. This compound is a hydrochloride salt, enhancing its stability and solubility, making it suitable for use in complex organic synthesis.

The discovery of N-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride can be traced to efforts aimed at synthesizing enantiomerically pure intermediates for use in asymmetric synthesis. Its structural characteristics, including the presence of a chiral center, allow it to serve as a building block in the preparation of optically active pharmaceutical agents.

Synthesis of this compound typically involves the reaction of isopropylamine with methyl chloroformate in the presence of hydrochloric acid. This method is both efficient and scalable, contributing to the widespread application of the compound in industrial settings. The resulting product exhibits high purity and enantiomeric excess, which is crucial for the downstream synthesis of target pharmaceuticals.

Applications of N-[(1S)-2-Amino-1-methylethyl]-carbamic acid methyl ester hydrochloride extend to the development of drugs for the treatment of hypertension, neurological disorders, and metabolic diseases. Its role as a key intermediate in the synthesis of enzyme inhibitors and receptor modulators underscores its importance in medicinal chemistry.

References

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