methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside
CAS No.:114284-19-4
Molecular Formula:C₃₆H₄₈O₁₁Si
Molecular Weight:684.856
Hs Code.:

Synonyms:methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

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Chemical Property of methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

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Technology Process of methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

There total 5 articles about methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-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

: 114284-19-4
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

2: AcOH / H₂O / 2 h / 70 °C

3: 72 percent / imidazole / dimethylformamide / 1 h / 0 °C

4: 1.) molecular sieves 3A, pyridinium chlorocromate; 2.) NaBH₄; 3.) sodium methoxide / 1.) dichloromethane, room temp., 12 h; 2.) 95percent ethanol, 0 deg C, 1 h; 3.) methanol, room temp., 4 h

With 1H-imidazole; sodium tetrahydroborate; molecular sieve; 3 A molecular sieve; sodium methylate; mercury(II) cyanide; acetic acid; pyridinium chlorochromate; In water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80098-8

Reference yield:

: 114284-12-7
methyl 2-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 114284-19-4
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 1.) molecular sieves 3A, pyridinium chlorocromate; 2.) NaBH₄; 3.) sodium methoxide / 1.) dichloromethane, room temp., 12 h; 2.) 95percent ethanol, 0 deg C, 1 h; 3.) methanol, room temp., 4 h

With 1H-imidazole; sodium tetrahydroborate; 3 A molecular sieve; sodium methylate; pyridinium chlorochromate; In N,N-dimethyl-formamide;
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

: 114284-19-4
methyl 2-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-α-D-mannopyranosyl-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: AcOH / H₂O / 2 h / 70 °C

2: 72 percent / imidazole / dimethylformamide / 1 h / 0 °C

3: 1.) molecular sieves 3A, pyridinium chlorocromate; 2.) NaBH₄; 3.) sodium methoxide / 1.) dichloromethane, room temp., 12 h; 2.) 95percent ethanol, 0 deg C, 1 h; 3.) methanol, room temp., 4 h

With 1H-imidazole; sodium tetrahydroborate; 3 A molecular sieve; sodium methylate; acetic acid; pyridinium chlorochromate; In water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80098-8