651035-84-6

Basic information

• Product Name: METHYL N-BOC-3-CHLORO-L-ALANINATE
• Synonyms: METHYL N-BOC-3-CHLORO-L-ALANINATE ;(R)-2-tert-Butoxycarbonylamino-3-chloro-propionic acid methyl ester;(R)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-chloropropanoate;N-Boc-3-chloro-L-alanine methyl ester;methyl (2R)-3-chloro-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS NO: 651035-84-6
• Molecular Formula: C₉H₁₆ClNO₄
• Molecular Weight: 237.68064
• Product Categories: Small molecule
• Mol File: 651035-84-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 62-64 °C
• Boiling Point: 321.2 °C at 760 mmHg
• Flash Point: 148.1 °C
• Appearance: /
• Density: 1.161 g/cm³
• Vapor Pressure: 0.000302mmHg at 25°C
• Refractive Index: 1.456
• PKA: 10.44±0.46(Predicted)
• CAS DataBase Reference: METHYL N-BOC-3-CHLORO-L-ALANINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL N-BOC-3-CHLORO-L-ALANINATE(651035-84-6)
• EPA Substance Registry System: METHYL N-BOC-3-CHLORO-L-ALANINATE(651035-84-6)

Safety Data

• Hazardous Substances Data: 651035-84-6(Hazardous Substances Data)

Usage

Description

Methyl N-Boc-3-chloro-L-alaninate, also known as 3-Chloro-N-[(tert-butyloxy)carbonyl]-L-alanine Methyl Ester, is an enantiomerically pure amino acid derivative. It is a compound with a specific molecular structure that features a tert-butyloxycarbonyl (Boc) protecting group, a chlorine atom at the 3-position, and a methyl ester group. This unique structure makes it a valuable building block in the synthesis of various pharmaceuticals and bioactive molecules.

Uses

Used in Pharmaceutical Industry:
Methyl N-Boc-3-chloro-L-alaninate is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its enantiomerically pure nature ensures the production of high-quality, single-enantiomer drugs, which is crucial for the desired biological activity and to avoid potential side effects associated with the presence of the wrong enantiomer.
Used in Bioactive Molecule Synthesis:
In the field of bioactive molecule synthesis, Methyl N-Boc-3-chloro-L-alaninate serves as a versatile building block for creating novel compounds with potential applications in various therapeutic areas. Its unique structure allows for the development of molecules with specific biological activities, such as antimicrobial, antiviral, or anticancer properties.
Used in Research and Development:
Methyl N-Boc-3-chloro-L-alaninate is also used in research and development for the study of amino acid derivatives and their role in various biological processes. Its enantiomerically pure nature makes it an ideal candidate for investigating the effects of chirality on the biological activity of amino acid derivatives and their potential applications in drug discovery.

InChI:InChI=1/C9H16ClNO4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5H2,1-4H3,(H,11,13)/t6-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 17136-54-8 Methyl (2R)-2-amino-3-chloropropionate hydrochloride 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 

Downstream Products

• 190834-02-7 N-(tert-butoxycarbonyl)-S-(4-hydroxy-3,5-di-tert-butylphenyl)-Cys-OCH₃ 
• 1159501-66-2 (R)-2-tert-butoxycarbonylamino-3-(diethoxyphosphoryl)propionic acid 
• 104227-71-6 N-[(3S)-tetrahydro-5-oxo-3-furanyl]carbamic acid-1,1-dimethylethyl ester 
• 172479-51-5 (2S)-2-tert-butoxycarbonylamino-4-oxo-4-phenylbutyric acid methyl ester 
• 246040-05-1 2-tert-butoxycarbonylamino-4-oxo-4-phenyl-butyric acid 
• 651036-55-4 (3-hydroxy-1-(S)-hydroxymethyl-3-phenylpropyl)-carbamic acid tert-butyl ester 
• 651036-32-7 [2-(1-hydroxy-cyclohexyl)-1-(S)-hydroxymethylethyl]-carbamic acid tert-butyl ester 
• 682774-41-0 [1-(S)-2-phenyl-1-(2-trimethylsilanylethoxymethoxymethyl)ethyl]carbamic acid tert-butyl ester 
• 651036-62-3 [3-oxo-3-phenyl-1-(S)-(2-trimethylsilanyl-ethoxymethoxymethyl)-propyl]-carbamic acid tert-butyl ester 
• 682774-31-8 [1-(S)-2-(4-nitrophenyl)-1-(2-trimethylsilanylethoxymethoxymethyl)ethyl]carbamic acid tert-butyl ester 
• 651036-27-0 [2-(1-hydroxy-cyclohexyl)-1-(S)-(2-trimethylsilanyl-ethoxymethoxymethyl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

SULFONAMIDES AS HIV PROTEASE INHIBITORS

Compounds of Formula I are disclosed: wherein L, A, R1, R2, R3A, R3B, R4A, R4B, R5, R6 and R7 are defined herein. The compounds encompassed by Formula I include compounds which are HIV protease inhibitors and other compounds which can be metabolized in vivo to HW protease inhibitors. The compounds and their pharmaceutically acceptable salts are useful for the prophylaxis or treatment of infection by HIV and the prophylaxis, treatment, or delay in the onset of AIDS. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines

Highly functionalised organolithium and organoboron reagents for the preparation of enantiomerically pure α-amino acids

Homochiral, highly functionalised organolithium reagents derived from l-serine have been generated and reacted with electrophiles. The novel enantiomerically pure adducts thus obtained were then converted, through β-amino alcohols, into novel non-proteinogenic α-amino acids. The methodology also made available a novel boronic acid which was then employed as a Suzuki cross-coupling partner, elaborating a new pathway to phenylalanine analogues.

Dual inhibition of human leukocyte elastase and lipid peroxidation: In vitro and in vivo activities of azabicyclo[2.2.2]octane and perhydroindole derivatives

A series of potent and selective human leukocyte elastase (HLE) inhibitors of the Val-Pro-Val type has been developed. Initially, the central proline residue was replaced by nonnatural amino acids Phi ((2S,3aS,7aS)- perhydroindole-2-carboxylic acid) and A