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

Base Information

Chemical Name:3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose
CAS No.:88676-24-8
Molecular Formula:C₄₀H₄₈O₇Si
Molecular Weight:668.902
Hs Code.:

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

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Chemical Property of 3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

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Technology Process of 3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

There total 2 articles about 3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose 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: 55.0%

: 88676-23-7
6-O-(tert-butyldiphenylsilyl)-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

: 53270-12-5
1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1016/0008-6215(83)88382-7

Reference yield: 18.0%

: 100-39-0
benzyl bromide

: 88676-23-7
6-O-(tert-butyldiphenylsilyl)-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

: 53270-12-5
1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
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