5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

Base Information

Chemical Name:5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol
CAS No.:1421610-58-3
Molecular Formula:C₄₇H₆₀N₂O₈S₂Si
Molecular Weight:873.22
Hs Code.:

Synonyms:5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

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Technology Process of 5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

There total 1 articles about 5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol 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: 85.0%

: 1226778-54-6
3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1421610-58-3
5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 30 ℃; for 3h;
DOI:10.1039/c2ob27000e

Reference yield: 91.0%

: 1421610-58-3
5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

: 1421610-59-4
5-O-(tert-butyldimethylsilyl)-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 42 ℃;
DOI:10.1039/c2ob27000e

Reference yield:

: 1421610-58-3
5-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

: 1421610-48-1
C₂₆H₄₀N₂O₇S₂Si

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 42 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.5 h / 0 - 30 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;
DOI:10.1039/c2ob27000e