132682-04-3

Basic information

• Product Name: methyl (S)-2-(2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-2-methylpropanoate
• Synonyms: methyl (S)-2-(2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-2-methylpropanoate
• CAS NO: 132682-04-3
• Molecular Weight: 350.415
• Mol File: 132682-04-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: methyl (S)-2-(2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-2-methylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (S)-2-(2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-2-methylpropanoate(132682-04-3)
• EPA Substance Registry System: methyl (S)-2-(2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-2-methylpropanoate(132682-04-3)

Safety Data

• Hazardous Substances Data: 132682-04-3(Hazardous Substances Data)

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 15028-41-8 methyl 2-aminoisobutyrate hydrochloride 
• 133010-20-5 Cbz-Val-F 
• 13257-67-5 2-amino-2-methylpropionic acid methyl ester 

Downstream Products

• 150372-62-6 [2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2-methyl-propionylamino]-acetic acid methyl ester 
• 66449-58-9 Z-Val-Aib 

Relevant articles and documents

Microwave-enhanced solution coupling of the α,α-dialkyl amino acid, Aib

The difficult coupling of α-aminoisobutyric acid (Aib), during the synthesis of dipeptides (1-6), was carried out using PyBOP/HOBt and HBTU/HOBt reagents by application of microwave energy in the presence of solvent. Room temperature, conventional heating

Metal-free approach for hindered amide-bond formation with hypervalent iodine(iii) reagents: application to hindered peptide synthesis

A new bio-inspired approach is reported for amide and peptide synthesis using α-amino esters that possess a potential activating group (PAG) at the ester residue. To activate the ester functionality under mild metal-free conditions, we exploited the facile dearomatization of phenols with hypervalent iodine(iii) reagents. Using a pyridine-hydrogen fluoride complex, highly reactive acyl fluoride intermediates can be successfully generated, thereby allowing for the smooth formation of sterically hindered amides and peptides from bulky amines and α-amino esters, respectively.

2-Mercaptopyridine-1-oxide-based peptide coupling reagents

The thiouronium salts S-(1-oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium hexafluorophosphate (HOTT) and tetrafluoroborate (TOTT), and S-(1-oxido-2-pyridinyl)-1,3-dimethyl-1,3-trimethylenethiouronium hexafluorophosphate (HODT) and tetrafluoroborate (TODT), prepared from 2-mercaptopyridine-1-oxide and 1,1,3,3-tetramethylurea (TMU) or 1,3-dimethylpropyleneurea (DMPU), have been employed as reagents in solution and solid-phase peptide coupling chemistry. Furthermore, 2-mercaptopyridine-1-oxide has been employed as racemization-reducing additive combined with the new thiouronium salts and other frequently used peptide coupling reagents such as DCC or TBTU.