512174-10-6

Basic information

• Product Name: phenyl O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside
• Synonyms: phenyl O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside
• CAS NO: 512174-10-6
• Molecular Weight: 608.878
• Mol File: 512174-10-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: phenyl O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside(512174-10-6)
• EPA Substance Registry System: phenyl O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside(512174-10-6)

Safety Data

• Hazardous Substances Data: 512174-10-6(Hazardous Substances Data)

Upstream product

• 187022-49-7 (2R,3S,4R,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)-5-(((2,2,2-trichloroethoxy)carbonyl)amino)tetrahydro-2H-pyran-3,4-diyl diacetate 
• 133-89-1 UDP-glucose 
• 188583-24-6 phenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside 
• 108-98-5 thiophenol 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 

Downstream Products

• 744193-99-5 phenyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-3)-O-(β-D-galactopyranosyl)-(1-4)-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside 

Relevant articles and documents

Simplifying oligosaccharide synthesis: Efficient synthesis of lactosamine and siaylated lactosamine oligosaccharide donors

A practical sequence is described for converting D-glucosamine into peracetylated Gal(β-1,4)-GlcNTroc(β1-S)Ph and Neu5Ac(α-2,3)Gal(β-1,4)GlcNTroc(β1-S)Ph building blocks using a synthetic strategy based on chemoenzymatic oligosaccharide synthesis. The known trichloroethoxycarbonyl, N-Troc, protecting group was selected as a suitable protecting group for both enzymatic and chemical reaction conditions. These oligosaccharide building blocks proved effective donors for the β-selective glycosylation of the unreactive OH-3 of a polymeric PEG-bound acceptor and for the axial OH-2 of a mannose acceptor in good yields. The resulting complex oligosaccharides are useful for vaccine and pharmaceutical applications.