130680-70-5

Basic information

• Product Name: N-benzyloxycarbonyl-N'-(tert-butyloxycarbonyl)-Z-α,β-didehydrotryptophan
• Synonyms: N-benzyloxycarbonyl-N'-(tert-butyloxycarbonyl)-Z-α,β-didehydrotryptophan
• CAS NO: 130680-70-5
• Molecular Weight: 450.491
• Mol File: 130680-70-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-benzyloxycarbonyl-N'-(tert-butyloxycarbonyl)-Z-α,β-didehydrotryptophan(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyloxycarbonyl-N'-(tert-butyloxycarbonyl)-Z-α,β-didehydrotryptophan(130680-70-5)
• EPA Substance Registry System: N-benzyloxycarbonyl-N'-(tert-butyloxycarbonyl)-Z-α,β-didehydrotryptophan(130680-70-5)

Safety Data

• Hazardous Substances Data: 130680-70-5(Hazardous Substances Data)

Upstream product

• 127357-37-3 methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 487-89-8 Indole-3-carboxaldehyde 
• 57476-50-3 1-tert-butoxycarbonyl-3-formylindole 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 114684-69-4 methyl 2-(benzyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate 

Downstream Products

• 130680-69-2 Cbz-ΔTrp-OMe 

Relevant articles and documents

Convenient preparative method for synthesis of methyl (Z)-3-aryl-2-(carbobenzoxyamino)acrylates by Wittig-Horner reaction with the use of Et3N as a base

The Wittig-Horner reaction of CbzNHCH(CO2Me)P(O)(OMe)2 (1) with ArCHO (2) in the presence of Et3N as a base affords methyl (Z)-3-aryl-2-(carbobenzoxyamino)acrylates (3) with high degrees of diastereoselectivity (Z)/(E) > 10:1.One recrystallization of the crude product is sufficient to obtain isomerically and chemically pure (Z)-3. - Keywords: α,β-dehydro-α-amino acids; Wittig-Horner reaction; diastereoselectivity; triethylamine; (Z)-3-aryl-2-(carbobenzoxyamino)acrylates; synthesis.

Amino Acids and Peptides; XLIII. Dehydroamino Acids; XVIII. Synthesis of Dehydroamino Acids and Amino Acids from N-Acyl-2-(dialkyloxyphosphinyl)-glycin Esters; II

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