6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose

Base Information

• Chemical Name: 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose
• CAS No.: 1263312-80-6
• Molecular Formula: C₇₀H₇₅IO₁₀Si
• Molecular Weight: 1231.35

Synonyms:6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose

Chemical Property of 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose

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Technology Process of 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose

There total 2 articles about 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose 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: 44.0%

6-(tert-butyldiphenylsilyl)-6'-O-mesyl-1',2,3,3',4,4'-hexa-O-benzylsucrose (1263312-78-2) → 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose (1263312-80-6)

Guidance literature:

With potassium iodide; In N,N-dimethyl-formamide; at 120 ℃; for 72h;

DOI:10.1080/07328303.2010.524958

Reference yield:

1',2,3,3',4,4'-hexa-O-benzyl-6-O-(tert-butyldiphenylsilyl)sucrose (1263312-77-1) → 6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose (1263312-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 16 h / 20 °C

2: potassium iodide / N,N-dimethyl-formamide / 72 h / 120 °C

With dmap; triethylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328303.2010.524958

Reference yield: 45.0%

6-(tert-butyldiphenylsilyl)-6'-deoxy-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose (1263312-80-6) + triethyl phosphite (122-52-1) → 6'-diethoxyphosphoryl-6'-deoxy-6-(tert-butyldiphenylsilyl)-1',2,3,3',4,4'-hexa-O-benzylsucrose (1263312-82-8)

Guidance literature:

for 72h; Inert atmosphere; Reflux;

DOI:10.1080/07328303.2010.524958

upstream raw materials:

1',2,3,3',4,4'-hexa-O-benzyl-6-O-(tert-butyldiphenylsilyl)sucrose

6-(tert-butyldiphenylsilyl)-6'-O-mesyl-1',2,3,3',4,4'-hexa-O-benzylsucrose

Downstream raw materials:

6'-diethoxyphosphoryl-6'-deoxy-6-(tert-butyldiphenylsilyl)-1',2,3,3',4,4'-hexa-O-benzylsucrose

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