1403265-58-6

Basic information

• Product Name: C₂₁H₃₄NO₇P
• CAS NO: 1403265-58-6
• Molecular Weight: 443.477
• Mol File: 1403265-58-6.mol

Chemical Properties

• CAS DataBase Reference: C₂₁H₃₄NO₇P(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₁H₃₄NO₇P(1403265-58-6)
• EPA Substance Registry System: C₂₁H₃₄NO₇P(1403265-58-6)

Safety Data

• Hazardous Substances Data: 1403265-58-6(Hazardous Substances Data)

Upstream product

• 1199613-03-0 (2S,3R)-4-[di-(tert-butyl-oxy)-phosphinyl]-N-(phenylmethoxycarbonyl)-L-valine methyl ester 

Downstream Products

• 1256288-29-5 (2S,3R)-benzyl 2-(((benzyloxy)carbonyl)amino)-4-(di-tertbutoxyphosphoryl)-3-methylbutanoate 
• 1454788-48-7 ((((2R,3S)-4-(benzyloxy)-3-(((benzyloxy)carbonyl)amino)-2-methyl-4-oxobutyl)phosphoryl)bis(oxy))bis(methylene)bis(2,2-dimethylpropanoate) 

Relevant articles and documents

Preparation of orthogonally protected (2S,3R)-2-amino-3-methyl-4-phosphonobutyric acid (Pmab) as a phosphatase-stable phosphothreonine mimetic and its use in the synthesis of polo-box domain-binding peptides

Reported herein is the first stereoselective synthesis of (2S,3R)-4-[bis-(tert-butyloxy)phosphinyl]-2-[(9H-fluoren-9-ylmethoxy)car bonyl]amino-3-methylbutanoic acid [(N-Fmoc, O,O-(bis-(tert-butyl))-Pmab), 4] as a hydrolytically-stable phosphothreonine mim

Design and synthesis of a reagent for solid-phase incorporation of the phosphothreonine mimetic (2S,3R)-2-amino-3-methyl-4-phosphonobutyric acid (Pmab) into peptides in a bio-reversible phosphonyl-bis-pivaloyloxymethyl (POM) prodrug form

Reported herein are the synthesis and solid-phase peptide incorporation of N-Fmoc-(2S,3R)-2-amino-3-methyl-4-phosphonobutyric acid bis-pivaloyloxymethyl phosphoryl ester [Fmoc-Pmab(POM)2-OH, 2] as a phosphatase-stable phosphothreonine (pThr) mimetic bearing orthogonal protection suitable for the synthesis of Pmab-containing peptides having bio-reversible protection of the phosphonic acid moiety. This represents the first report of a bio-reversibly protected pThr mimetic in a form suitable for facile solid-phase peptide synthesis.