(2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol

Base Information

• Chemical Name: (2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol
• CAS No.: 1093402-85-7
• Molecular Formula: C₃₃H₅₈O₅Si
• Molecular Weight: 562.906

Synonyms:(2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol

Chemical Property of (2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol

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Technology Process of (2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol

There total 1 articles about (2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol 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: 82.0%

(2S,3R,6S,7S,8S,9R,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-7-iodo-2,9-dimethyloctadecan-8-ol (1093402-82-4) → (2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol (1093402-85-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1002/ejoc.200800600

Reference yield: 92.0%

(2S,3R,6S,8R,9S,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-ol (1093402-85-7) + o-fluoro-benzoic acid (445-29-4) → (2S,3R,6S,7S,8R,9R,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-yl o-fluorobenzoate (1093402-86-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1002/ejoc.200800600

upstream raw materials:

(2S,3R,6S,7S,8S,9R,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-7-iodo-2,9-dimethyloctadecan-8-ol

Downstream raw materials:

(2S,3R,6S,7S,8R,9R,10R,13S,15S)-1-benzyloxy-15-tert-butyldimethylsilyloxy-3,6:10,13-diepoxy-2,9-dimethyloctadecan-8-yl o-fluorobenzoate

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