(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

Base Information

Chemical Name:(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid
CAS No.:1250395-80-2
Molecular Formula:C₅₉H₁₀₆O₁₄Si₃
Molecular Weight:1123.74
Hs Code.:

(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

Synonyms:(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

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Chemical Property of (2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

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Technology Process of (2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

There total 1 articles about (2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid 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:

: 1250395-78-8
methyl (2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

: 1250395-80-2
(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

Guidance literature:: With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃;
DOI:10.1002/anie.201002293

Reference yield: 54.0%

: 1250395-80-2
(2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid

: 1250395-81-3
(3S,4R,6S,8R,9R,10S,12S,14R,16S)-9-(tert-butyldimethylsilyloxy)-16-[(R,Z)-4-[(tertbutyldimethylsilyloxy)methyl]hex-2-en-2-yl]-6-(tert-butyldiphenylsilyloxy)-10-hydroxy-4,8,14-trimethoxy-3,12-bis(methoxymethoxy)-11,11-dimethyloxacyclohexadecan-2-one

Guidance literature:: (2S,3R,5S,7R,8R,9S,11S,13R,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-9,15-dihydroxy-3,7,13-trimethoxy-2,11-bis(methoxymethoxy)-10,10,16-trimethyl-16-icosenoic acid; With 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; In toluene; at 0 - 20 ℃; for 24h;

With dmap; In toluene; at 20 ℃; for 24h; regioselective reaction;
DOI:10.1002/anie.201002293