methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

Base Information

Chemical Name:methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate
CAS No.:1250395-72-2
Molecular Formula:C₇₃H₁₁₈O₁₅Si₃
Molecular Weight:1319.99
Hs Code.:

methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

Synonyms:methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

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Chemical Property of methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

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Technology Process of methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

There total 1 articles about methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate 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: 91.0%

: 1250395-71-1
methyl (2S,3R,5S,7R,8R,9S,11S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11-hydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-13-oxo-16-icosenoate

: 1250395-72-2
methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -30 ℃; for 2h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/anie.201002293

Reference yield: 83.0%

: 1250395-72-2
methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11,13-dihydroxy-3,7-dimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

: 420-37-1
trimethoxonium tetrafluoroborate

: 1250395-73-3
methyl (2S,3R,5S,7R,8R,9S,11S,13S,15S,16Z,18R)-8-(tert-butyldimethylsilyloxy)-18-[(tertbutyldimethylsilyloxy)methyl]-5-(tert-butyldiphenylsilyloxy)-11-hydroxy-3,7,13-trimethoxy-9,15-bis(4-methoxyphenylmethoxy)-2-(methoxymethoxy)-10,10,16-trimethyl-16-icosenoate

Guidance literature:: With 2,6-di-tert-butyl-pyridine; In dichloromethane; at 0 - 20 ℃; for 5h; regioselective reaction;
DOI:10.1002/anie.201002293