allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside
CAS No.:88676-29-3
Molecular Formula:C₄₁H₄₈O₇Si
Molecular Weight:680.913
Hs Code.:

Synonyms:allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

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Technology Process of allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

There total 5 articles about allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside 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: 65.0%

: 88676-27-1,88676-28-2
2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α,β-D-glucopyranosyl chloride

: 107-18-6
allyl alcohol

: 88676-29-3
allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: With 3 A molecular sieve; mercury dibromide; In 1,2-dichloro-ethane; at 60 ℃;
DOI:10.1016/0008-6215(83)88382-7

Reference yield:

: 100-39-0
benzyl bromide

: 88676-29-3
allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / sodium hydride / dimethylformamide / 0.5 h / 0 °C

2: Bio-Rad AG 50W-X₈ (200-400 mesh) / ethanol / 0.08 h / Ambient temperature

3: chloro-N,N-di-methylformamidum chloroethane / 1,2-dichloro-ethane / 2 h / 80 °C

4: 65 percent / molecular sieve 3A / mercury dibromide / 1,2-dichloro-ethane / 60 °C

With chloro-N,N-di-methylformamidum chloroethane; 3 A molecular sieve; Bio-Rad AG 50W-X₈ (200-400 mesh); sodium hydride; mercury dibromide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88382-7

Reference yield:

: 88676-24-8
3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

: 88676-29-3
allyl 2-O-acetyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Bio-Rad AG 50W-X₈ (200-400 mesh) / ethanol / 0.08 h / Ambient temperature

2: chloro-N,N-di-methylformamidum chloroethane / 1,2-dichloro-ethane / 2 h / 80 °C

3: 65 percent / molecular sieve 3A / mercury dibromide / 1,2-dichloro-ethane / 60 °C

With chloro-N,N-di-methylformamidum chloroethane; 3 A molecular sieve; Bio-Rad AG 50W-X₈ (200-400 mesh); mercury dibromide; In ethanol; 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(83)88382-7