106111-08-4

Basic information

• Product Name: N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycyl-glycyl-(Z)dehydrophenylalanyl-(S)leucine methyl ester
• Synonyms: N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycyl-glycyl-(Z)dehydrophenylalanyl-(S)leucine methyl ester
• CAS NO: 106111-08-4
• Molecular Weight: 855.966
• Mol File: 106111-08-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycyl-glycyl-(Z)dehydrophenylalanyl-(S)leucine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycyl-glycyl-(Z)dehydrophenylalanyl-(S)leucine methyl ester(106111-08-4)
• EPA Substance Registry System: N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycyl-glycyl-(Z)dehydrophenylalanyl-(S)leucine methyl ester(106111-08-4)

Safety Data

• Hazardous Substances Data: 106111-08-4(Hazardous Substances Data)

Upstream product

• 761366-27-2 (S)-H-Gly-ΔPhe-Leu-OMe 
• 106111-09-5 N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycine 
• 106188-99-2 glycyl-(Z)-dehydrophenylalanyl(S)leucine methyl ester hydrobromide 
• 106111-10-8 N-benzyloxycarbonyl-O-tosyl-(S)tyrosine 
• 106111-11-9 N-benzyloxycarbonyl-O-tosyl-(S)tyrosyl-glycine ethyl ester 
• 106189-01-9 N-benzyloxycarbonyl-glycyl-(Z)-dehydrophenylalanyl(S)leucine methyl ester 
• 106189-00-8 Z-Gly-PhSer-OH 
• 13504-89-7 (S)-(O)-Ts-Tyr-OH 
• 69181-24-4 (4-benzylidene-5-oxo-4,5-dihydro-oxazol-2-ylmethyl)-carbamic acid benzyl ester 
• 60-18-4 L-tyrosine 
• 106111-12-0 Z-Gly-PhSer-OMe 
• 80182-99-6 β-hydroxyphenylalanine methyl ester hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 145763-47-9 (S)-2-{(R)-2-[2-(2-{(S)-2-Benzyloxycarbonylamino-3-[4-(toluene-4-sulfonyloxy)-phenyl]-propionylamino}-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester 
• 145763-46-8 (S)-2-{(S)-2-[2-(2-{(S)-2-Benzyloxycarbonylamino-3-[4-(toluene-4-sulfonyloxy)-phenyl]-propionylamino}-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester 
• 145763-46-8 (S)-2-{2-[2-(2-{(S)-2-Benzyloxycarbonylamino-3-[4-(toluene-4-sulfonyloxy)-phenyl]-propionylamino}-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester 

Relevant articles and documents

DIASTEREOSELECTIVE HYDROGENATION OF MONODEHYDRO ENKEPHALINS CONTROLLED BY CHIRAL RHODIUM CATALYSTS

Protected (Z)dehydrophenylalanyl-Leu-enkephalin, (Z)dehydrotyrosyl-Leu-enkephalin and (Z)dehydrotyrosyl-(R)Ala2-Leu-enkephalin, have been synthesized.These compounds have been hydrogenated to give protected Leu-enkephalins in the presence of various chiral rhodium complexes.Deprotection of the product gave Leu-enkephalins or epimers, ytterbium in liquid ammonia allows smooth deprotection of NHCBz or OTs groups on small amounts of peptides.Strong stereocontrol could be achieved by suitable choice of the chiral catalyst.This method has good potential for stereospecific labelling of enkephalins and other small peptides.