183875-35-6

Basic information

• Product Name: phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside
• Synonyms: phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside
• CAS NO: 183875-35-6
• Molecular Weight: 423.447
• Mol File: 183875-35-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside(183875-35-6)
• EPA Substance Registry System: phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside(183875-35-6)

Safety Data

• Hazardous Substances Data: 183875-35-6(Hazardous Substances Data)

Upstream product

• 171032-74-9 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-glucopyranose 
• 108-98-5 thiophenol 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 56883-33-1 2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl acetate 
• 79733-39-4 1,3,4,6-tetra-O-acetyl-2-bromo-2-deoxy-α-D-mannopyranoside 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 530-26-7 D-Mannose 
• 131087-35-9 phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 

Downstream Products

• 1228577-49-8 phenyl-3,4,6-tri-O-acetyl-2-amino-2-deoxy-1-thio-α-D-glucopyranoside 
• 277756-84-0 phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside 
• 220688-23-3 phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside 
• 277756-85-1 phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside 

Relevant articles and documents

Conformational Lock of Glycosyl Donors Using Cyclic Carbamates

Axial rich glycosyl donors often display superior reactivity and stereoselectivity in glycosylations. In this study, a glucosamine glycosyl donor, locked in a 1C4 conformation by a six-membered carbamate ring, i.e. an oxazinone, is synthesized and studied. The 2N,4O carbamate is synthesized in one step from the corresponding azide. The glycosylation properties were studied by glycosylating different alcohols. Derivatives of the glycosyl donor were synthesized by introducing Ac, Troc, Ts, and Ms groups on the oxazinone nitrogen. The ring opening to give the glycoside in the 4C1 conformation was found to proceed smoothly using Zemplén conditions.

Improvement of the stereoselectivity of the glycosylation reaction with 2-azido-2-deoxy-1-thioglucoside donors

2-Azido-2-deoxy-1-thioglucoside donors with an electron withdrawing group at position 6 were employed to study the stereoselectivity of the glycosylation reaction with several acceptors, ranging from unhindered small primary alcohols to other sugars and s

HEXOSE DERIVATIVES, PREPARATION AND USES THEREOF

A compound of formula I : or a salt thereof, wherein: R1 is -OC(H) (X) (CH2)nC(=O)OH; R2 is -OH, -N3, or -N (H) C (=O) CH3; or R1 and R2 together with the carbon atoms to which t