(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

Base Information

Chemical Name:(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one
CAS No.:1052661-18-3
Molecular Formula:C₅₁H₇₈O₈Si₂
Molecular Weight:875.347
Hs Code.:

(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

Synonyms:(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

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Chemical Property of (4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

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Technology Process of (4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

There total 1 articles about (4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one 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: 96.0%

: 1097146-29-6
C₅₁H₈₀O₈Si₂

: 1052661-18-3
(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

Guidance literature:: C₅₁H₈₀O₈Si₂; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - -40 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol801493w

Reference yield:

: 1052661-18-3
(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one

: 917-54-4
methyllithium

: (4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-6,9-dimethylhexadec-6-en-8-one

: 1052661-19-4
(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-6,9-dimethylhexadec-6-en-8-one

Guidance literature:: methyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at -20 - -15 ℃; Inert atmosphere;

(4R,9S,10S,12R)-10-(tert-butyldimethylsiloxy)-16-(tert-butyldiphenylsiloxy)-12-(4-methoxybenzyloxy)-4-(2-methoxyethoxymethoxy)-9-methylhexadec-6-yn-8-one; In tetrahydrofuran; diethyl ether; at -78 ℃; for 3.5h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol801493w