(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

Base Information

Chemical Name:(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol
CAS No.:136144-58-6
Molecular Formula:C₂₃H₃₂O₄Si
Molecular Weight:400.59
Hs Code.:

Synonyms:(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

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Chemical Property of (2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

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Technology Process of (2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

There total 4 articles about (2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol 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: 97.0%

: 114184-97-3
(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 136144-58-6
(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at -10 ℃;
DOI:10.1016/j.tetlet.2007.09.098

Reference yield:

: 163964-63-4
Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

: 136144-58-6
(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃, MeOH / 0.33 h / Ambient temperature

2: p-TsOH / 12 h / Ambient temperature

With methanol; potassium carbonate; toluene-4-sulfonic acid;

Reference yield:

: 136136-22-6
((4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 136144-58-6
(2S,3R)-1-O-(tert-Butyldiphenylsilyl)-3,4-O-isopropylidenebutane-1,2,3,4-tetrol

Guidance literature:: With 1H-imidazole; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) DMF, 2.) acetone;
DOI:10.1016/S0957-4166(00)82110-2