methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

Base Information

Chemical Name:methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate
CAS No.:81050-23-9
Molecular Formula:C₂₇H₄₈O₄Si
Molecular Weight:464.761
Hs Code.:

Synonyms:methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

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Chemical Property of methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

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Technology Process of methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

There total 2 articles about methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate 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: 9.5%

: 64493-06-7
methyl (5Z)-7-iodo-5-heptenoate

: 80078-26-8
(5E)-(7R)-7-tert-butyldimethylsilyloxy-7-cyclohexyl-5-hepten-2-one

: 80078-23-5,80125-01-5,82510-30-3,82510-31-4,82510-32-5,82510-33-6
methyl-(5Z,10E)-(8RS,12R)-8-acetyl-12-tert-butyldimethylsilyloxy-12-cyclohexyl-5,10-dodecadienoate

: 81050-23-9
methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; -20 deg C, 20 min. then room temp., 1 h;
DOI:10.1248/cpb.30.51

Reference yield:

: 82476-94-6
1(R)-<(tert-butyldimethylsilyl)oxy>-1-cyclohexyl-3-iodo-2(E)-propene

: 81050-23-9
methyl (5Z,12E)-(14R)-14-tert-butyldimethylsilyloxy-14-cyclohexyl-9-oxo-5,12-tetradecadienoate

Guidance literature:: Multi-step reaction with 2 steps

2: 9.5 percent / n-BuLi, diisopropylamine / tetrahydrofuran; hexane / -20 deg C, 20 min. then room temp., 1 h

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1248/cpb.30.51