126814-51-5

Basic information

• Product Name: N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester
• Synonyms: N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester
• CAS NO: 126814-51-5
• Molecular Weight: 368.392
• Mol File: 126814-51-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester(126814-51-5)
• EPA Substance Registry System: N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester(126814-51-5)

Safety Data

• Hazardous Substances Data: 126814-51-5(Hazardous Substances Data)

Upstream product

• 2592-95-2 benzotriazol-1-ol 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 89028-37-5 1,1-dibenzotriazolo oxallate(DBTO) 
• 128625-52-5 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 

Downstream Products

• 2766-17-8 ethyl N-(benzyloxycarbonyl)-L-valylglycinate 
• 1376709-47-5 C₂₈H₃₃N₅O₇ 
• 41486-97-9 Z-Val-Ile-OH 
• 2421-61-6 N-benzyloxycarbonylvalylglycine methyl ester 

Relevant articles and documents

CuI-promoted one-pot synthesis of N-boc protected β-ketotriazole amino acids: Application in the synthesis of new class of dipeptidomimetics

One-pot click chemistry of Nα-Boc-bromomethylketones, NaN3 and propiolic acid affords N-Boc protected 1,4- disubstituted 1,2,3-β-ketotriazole acids in good to excellent yield. The use of CuI as catalyst and DMSO as solvent leads the click react

Coupling N-Methylated Amino Acids Using PyBroP and PyCloP Halogenophosphonium Salts: Mechanism and Fields of Application

PyBroP (1) and PyCloP (2), two halotripyrrolidinophosphonium hexafluorophosphates, are peptidecoupling reagents highly efficient for coupling N-methylated amino esters, in contrast with PyBOP (3), the hydroxybenzotriazolyl analogue.These halogenophosphonium salts 1 and 2 are convenient (one-pot reactions) stable solids soluble in conventional solvents.Use of them gave an excellent peptide yield with essentially no epimerization.Activation with these reagents probably involves the formation of an (acyloxy)phosphonium, as shown in the case of 2,4,6-trimethylbenzoic acid activation.In the case of reagents 1 and 2, oxazolone and/or a symmetrical anhydride were intermediates which were rapidly aminolyzed.In contrast, the benzotriazolyl ester intermediate which was formed with PyBOP (3) was poorly reactive with N-methylated amino esters.PyBroP (1) and PyCloP (2) were less efficient in the coupling of some Boc-amino acids because of N-carboxyanhydride formation; this was particularly the case when Boc-Val-OH or Boc-MeVal-OH was coupled with MeVal-OMe.

A Convenient Synthesis of Peptide Using Oxallates

The equimolar reactions of N-protected amino acids , amino acids or amino acid esters with oxallates (1a-1e) having active ester groups in the presence of pyridine in acetonitrile afforded the corresponding dipeptides via active esters in good yields.