2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

Base Information

Chemical Name:2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose
CAS No.:111828-99-0
Molecular Formula:C₅₈H₇₂O₁₇Si₂
Molecular Weight:1097.37
Hs Code.:

Synonyms:2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

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Chemical Property of 2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

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Technology Process of 2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

There total 4 articles about 2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose 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: 89.0%

: 111852-32-5
1'-aldehydo-6,6'-di-O-(tert-butyldiphenylsilyl)sucrose penta-acetate

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 111828-99-0
2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

Guidance literature:: In toluene; at 70 ℃; for 0.75h;
DOI:10.1016/0008-6215(87)80216-1

Reference yield:

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

: 111828-99-0
2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

Guidance literature:: Multi-step reaction with 3 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

With dmap; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In pyridine; toluene;
DOI:10.1016/0008-6215(87)80216-1

Reference yield:

: 86172-10-3
2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)sucrose

: 111828-99-0
2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose

Guidance literature:: Multi-step reaction with 2 steps

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

2: 89 percent / toluene / 0.75 h / 70 °C

With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In toluene;
DOI:10.1016/0008-6215(87)80216-1