1079307-01-9

Basic information

• Product Name: (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate
• Synonyms: (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate
• CAS NO: 1079307-01-9
• Molecular Weight: 366.414
• Mol File: 1079307-01-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate(1079307-01-9)
• EPA Substance Registry System: (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate(1079307-01-9)

Safety Data

• Hazardous Substances Data: 1079307-01-9(Hazardous Substances Data)

Usage

Description

(S)-Benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate is a complex organic chemical compound derived from an amino acid. It features a benzyl group attached to a 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate group, which includes both carbonyl and amino functional groups. (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate is frequently utilized in organic synthesis and pharmaceutical research due to its potential applications in the development of new drugs. Its versatile reactivity, stemming from its intricate structure and functional groups, renders it a valuable asset in the field of chemical research and development.

Uses

Used in Pharmaceutical Research:
(S)-Benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups allow for the creation of a wide range of drug candidates, particularly those targeting complex biological pathways.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate serves as a building block for the production of other complex organic compounds. Its reactivity and functional groups facilitate the formation of new chemical entities with potential applications in various industries.
Used in Chemical Research and Development:
(S)-benzyl 2-(tert-butoxycarbonylamino)-4-(methoxy(methyl)amino)-4-oxobutanoate is also utilized in chemical research and development due to its versatile reactivity and complex structure. It can be employed to study various reaction mechanisms and to develop new synthetic methodologies, contributing to the advancement of chemical science.

Upstream product

• 30925-18-9 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 

Downstream Products

• 124994-66-7 (S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate 

Relevant articles and documents

Macrocyclic Peptides that Selectively Inhibit the Mycobacterium tuberculosis Proteasome

Treatment of tuberculosis (TB) currently takes at least 6 months. Latent Mycobacterium tuberculosis (Mtb) is phenotypically tolerant to most anti-TB drugs. A key hypothesis is that drugs that kill nonreplicating (NR) Mtb may shorten treatment when used in combination with conventional drugs. The Mtb proteasome (Mtb20S) could be such a target because its pharmacological inhibition kills NR Mtb and its genetic deletion renders Mtb unable to persist in mice. Here, we report a series of macrocyclic peptides that potently and selectively target the Mtb20S over human proteasomes, including macrocycle 6. The cocrystal structure of macrocycle 6 with Mtb20S revealed structural bases for the species selectivity. Inhibition of 20S within Mtb by 6 dose dependently led to the accumulation of Pup-tagged GFP that is degradable but resistant to depupylation and death of nonreplicating Mtb under nitrosative stress. These results suggest that compounds of this class have the potential to develop as anti-TB therapeutics.

One-pot synthesis of Weinreb amides employing 3,3-dichloro-1,2-diphenylcyclopropene (CPI-Cl) as a chlorinating agent

The synthesis of Nα-protected amino alkyl Weinreb amides starting from the corresponding α-amino acids as well as carboxylic acids has been delineated through the in situ generation of acid chlorides using CPI-Cl as a chlorinating agent. The protocol is simple; the reaction conditions employed were mild, and compatible with all the three commonly used urethane protecting groups namely, Boc, Cbz and Fmoc groups. The resulting Weinreb amides are obtained in good yields as optically pure products.