178271-69-7

Basic information

• Product Name: (2S,3R)-2-tert-Butoxycarbonylamino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester
• Synonyms: (2S,3R)-2-tert-Butoxycarbonylamino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester
• CAS NO: 178271-69-7
• Molecular Weight: 725.879
• Mol File: 178271-69-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R)-2-tert-Butoxycarbonylamino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-2-tert-Butoxycarbonylamino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester(178271-69-7)
• EPA Substance Registry System: (2S,3R)-2-tert-Butoxycarbonylamino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid benzyl ester(178271-69-7)

Safety Data

• Hazardous Substances Data: 178271-69-7(Hazardous Substances Data)

Upstream product

• 140422-54-4 N-(tert-butyloxycarbonyl)-threonine benzyl ester 
• 153659-02-0 Dibenzyl 6-deoxy-2,3,4-tri-O-benzyl-β-L-galactopyranosyl phosphite 

Downstream Products

• 178271-93-7 (2S,3R)-2-[((4aR,6R,8R,8aR)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonyl)-amino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester 

Relevant articles and documents

Synthesis of sialyl Lewis X mimetics and related structures using the glycosyl phosphite methodology and evaluation of E-selectin inhibition

This paper describes our recent study of glycosyl phosphites for glycosylation reactions, with particular emphasis on the investigation of protecting group and stereochemistry effects on the anomeric reactivity and stereoselectivity, and the application of this methodology to the synthesis of Lewis X (Le(x)), Lewis Y (Le(y)), glycopeptides, and sialyl Lewis X (SLe(x)) mimetics. Both α-O-fucosyl-L-threonine and α-O-fucosyl-(1R,2R)-2-aminocyclohexanol were found to be effective templates for the chemical/enzymatic synthesis of SLe(x) mimetics, and some fucopeptides prepared were 5-10 times more active than SLe(x) as inhibitors of E-selectin.