54786-05-9

Basic information

• Product Name: Z-A2bu(γPht)-OH
• Synonyms: Z-A2bu(γPht)-OH
• CAS NO: 54786-05-9
• Molecular Weight: 382.373
• Mol File: 54786-05-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Z-A2bu(γPht)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-A2bu(γPht)-OH(54786-05-9)
• EPA Substance Registry System: Z-A2bu(γPht)-OH(54786-05-9)

Safety Data

• Hazardous Substances Data: 54786-05-9(Hazardous Substances Data)

Upstream product

• 84-66-2 Diethyl phthalate 
• 62234-40-6 (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(dimethylamino)butanoic acid 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 

Downstream Products

• 117194-43-1 Z-MeA2bu(γPht)-O-tBu 
• 117194-45-3 Z-MeA2bu(γPht)-OH 
• 117194-46-4 (S)-4-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester 

Relevant articles and documents

THE SYNTHESIS OF A Nγ-PHTHALYL-Nα-METHYL-α,γ-DIAMINOBUTYRYL CONGENER OF VIRGINIAMYCIN S1

A synthesis of (A2bu=α,γ-diaminobutyric acid) is reported using the very efficient coupling agent BOP-Cl (N,N'-bis(3-oxo-2-oxazolidinyl)phosphinic chloride) for imino acid peptide bond formation.The total yield is 11percent for the 5 coupling steps and one lactonization.The final step was a cyclization between residues 5 and 6, after (I) first t-Boc acidic deprotection with 85percent HCOOH of the linear precursor Z-Thr(Nα-Boc-Phg-O-)-D-Abu-Pro-MePhe-MeA2bu(γPht)-OBut followed by (ii) acidic saponification (Tfa) of the t-Bu ester.This sequence was found to be prerequisite, in view of the extreme lability of the 4-5 peptide bond under acidic conditions.