methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside
CAS No.:114284-21-8
Molecular Formula:C₅₅H₇₀O₁₁Si₂
Molecular Weight:963.325
Hs Code.:

Synonyms:methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

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Chemical Property of methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

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Technology Process of methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

There total 7 articles about methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside 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:

: 15038-71-8,15384-58-4,23392-29-2,40653-23-4,57539-07-8,76375-66-1,81872-62-0,86363-45-3,90639-38-6,108739-91-9,116002-34-7,130192-76-6,131433-04-0,141115-75-5,78185-83-8
methyl 2-O-benzyl-(R)-4,6-O-benzylidene-α-D-mannopyranoside

: 114284-21-8
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1) Hg(CN)2, molecular sieves / 1) nitromethane, reflux, 3 h; 2) nitromethane, 40-45 deg C, 3 h

2: 60 percent / sodium methoxide / methanol / 4 h / Ambient temperature

3: 92 percent / acetic acid / H₂O / 2 h / 90 °C

4: 74.4 percent / imidazole / dimethylformamide / 1 h / 0 °C

5: 84.3 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h / Ambient temperature

6: 1) molecular sieves, pyridinium chlorocromate; 2) NaBH₄ / 1) dichloromethane, room temp., 24 h; 2) aq. ethanol, 0 deg C, 1 h

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(87)80098-8

Reference yield:

: 114284-13-8,136657-64-2
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-α-D-mannopyranosyl-α-D-mannopyranoside

: 114284-21-8
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / acetic acid / H₂O / 2 h / 90 °C

2: 74.4 percent / imidazole / dimethylformamide / 1 h / 0 °C

3: 84.3 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h / Ambient temperature

4: 1) molecular sieves, pyridinium chlorocromate; 2) NaBH₄ / 1) dichloromethane, room temp., 24 h; 2) aq. ethanol, 0 deg C, 1 h

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(87)80098-8

Reference yield:

: 114284-11-6
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 114284-21-8
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-(6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / sodium methoxide / methanol / 4 h / Ambient temperature

2: 92 percent / acetic acid / H₂O / 2 h / 90 °C

3: 74.4 percent / imidazole / dimethylformamide / 1 h / 0 °C

4: 84.3 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h / Ambient temperature

5: 1) molecular sieves, pyridinium chlorocromate; 2) NaBH₄ / 1) dichloromethane, room temp., 24 h; 2) aq. ethanol, 0 deg C, 1 h

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; sodium methylate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(87)80098-8