2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

Base Information

Chemical Name:2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide
CAS No.:180072-36-0
Molecular Formula:C₂₈H₃₅BrO₈Si
Molecular Weight:607.571
Hs Code.:

Synonyms:2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

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Chemical Property of 2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

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Technology Process of 2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

There total 7 articles about 2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

: 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

: 180072-36-0
2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

Guidance literature:: 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose; With acetic acid hydrazide; at 20 ℃; for 72h; Inert atmosphere;

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jacs.8b12205

Reference yield: 39.0%

: 224778-57-8
1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

: 180072-36-0
2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at -40 - 20 ℃; other solvent;
DOI:10.1021/jo982447k

Reference yield: 27.0%

: Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-hydroxy-tetrahydro-pyran-3-yl ester

: 180072-36-0
2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jacs.0c11209 DOI:10.1021/jacs.1c03563