3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

Base Information

Chemical Name:3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose
CAS No.:111852-33-6
Molecular Formula:C₅₅H₆₈O₁₆Si₂
Molecular Weight:1041.31
Hs Code.:

Synonyms:

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Chemical Property of 3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

Chemical Property:

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Technology Process of 3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

There total 9 articles about 3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose 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:

: 34382-02-0
2,3,4,3',4'-penta-O-acetylsucrose

: 111852-33-6
3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

Guidance literature:: Multi-step reaction with 8 steps

1: 67 percent / 4-dimethylaminopyridine / pyridine / 36 h / Ambient temperature

2: 1.) dimethyl sulphoxide, trifluoroacetic anhydride; 2.) triethylamine / 1.) CH₂Cl₂, -50 deg C, 45 min; 2.) CH₂Cl₂, room temp., 8 h

3: 89 percent / toluene / 0.75 h / 70 °C

4: tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature

5: pyridine / 4 h / Ambient temperature

6: 85 percent / sodium methoxide / 4 h

7: 4-dimethylaminopyridine / pyridine / 48 h / Ambient temperature

8: pyridine / 8 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; sodium methylate; In tetrahydrofuran; pyridine; toluene;
DOI:10.1016/0008-6215(87)80216-1

Reference yield:

: (E)-3-[(2S,3S,4R,5R)-3,4-Diacetoxy-5-hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-acrylic acid ethyl ester

: 111852-33-6
3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 4 h / Ambient temperature

2: 85 percent / sodium methoxide / 4 h

3: 4-dimethylaminopyridine / pyridine / 48 h / Ambient temperature

4: pyridine / 8 h / Ambient temperature

With dmap; sodium methylate; In pyridine;
DOI:10.1016/0008-6215(87)80216-1

Reference yield:

: 111829-00-6
2,3,4,6,3',4',6'-hepta-O-acetyl-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

: 111852-33-6
3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / sodium methoxide / 4 h

2: 4-dimethylaminopyridine / pyridine / 48 h / Ambient temperature

3: pyridine / 8 h / Ambient temperature

With dmap; sodium methylate; In pyridine;
DOI:10.1016/0008-6215(87)80216-1