1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

Base Information

Chemical Name:1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol
CAS No.:1346258-10-3
Molecular Formula:C₂₅H₃₃BrO₆Si
Molecular Weight:537.523
Hs Code.:

Synonyms:1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

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Chemical Property of 1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

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Technology Process of 1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

There total 6 articles about 1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol 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: 87.0%

: 1346258-08-9
1-bromo-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1346258-10-3
1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

Guidance literature:: With dmap; In pyridine; at 40 ℃; Inert atmosphere;
DOI:10.1021/ol202773t

Reference yield:

: 1346258-05-6
1,2,3-trideoxy-5,6;8,9-di-O-isopropylidene-D-manno-non-1-yno-4-ulofuranose

: 1346258-10-3
1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / methanol / 2 h / -15 °C / Inert atmosphere

2: N-Bromosuccinimide; silver nitrate / acetone / 2 h / 20 °C / Inert atmosphere; Darkness

3: acetic acid / water / 60 h / 40 °C

4: dmap / pyridine / 40 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; N-Bromosuccinimide; silver nitrate; acetic acid; In pyridine; methanol; water; acetone;
DOI:10.1021/ol202773t

Reference yield:

: 1346258-07-8
1-bromo-1,2,3-trideoxy-5,6:8,9-di-O-isopropylidene-D-glycero-D-galacto-1-yno-nonitol

: 1346258-10-3
1-bromo-9-O-[(t-butyl)diphenylsilyl]-1,2,3-trideoxy-D-glycero-D-galacto-1-yno-nonitol

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid / water / 60 h / 40 °C

2: dmap / pyridine / 40 °C / Inert atmosphere

With dmap; acetic acid; In pyridine; water;
DOI:10.1021/ol202773t