methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside
CAS No.:151072-08-1
Molecular Formula:C₃₄H₄₄O₆SSi
Molecular Weight:608.871
Hs Code.:

Synonyms:methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

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Chemical Property of methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

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Technology Process of methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

There total 4 articles about methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside 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: 77.0%

: 824-94-2
p-methoxybenzyl chloride

: 151072-07-0
methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 151072-08-1
methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Guidance literature:: methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 1.33333h;

p-methoxybenzyl chloride; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 16.5h;

Reference yield:

: 151072-06-9
methyl 6-O-(tert-butyldiphenylsilyl)-1-thio-β-D-galactopyranoside

: 151072-08-1
methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 10-camphorsulfonic acid / 2 h

2: 70 percent / NaH / dimethylformamide / 1 h / 0 °C

With (1S)-10-camphorsulfonic acid; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)85006-X

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 151072-08-1
methyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / imidazole / pyridine / 48 h / 25 °C

2: 97 percent / 10-camphorsulfonic acid / 2 h

3: 70 percent / NaH / dimethylformamide / 1 h / 0 °C

With 1H-imidazole; (1S)-10-camphorsulfonic acid; sodium hydride; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)85006-X