(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

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Chemical Name:(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one
CAS No.:1402167-37-6
Molecular Formula:C₅₇H₈₀O₉Si
Molecular Weight:937.342
Hs Code.:

(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

Synonyms:(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

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Chemical Property of (2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

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Technology Process of (2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

There total 13 articles about (2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-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: 81.0%

: 1402167-36-5
(5Z,7E)-2-bromo-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-one

: 1402167-26-3
(2R,3R,4S,6R)-3-(benzyloxy)-7-(3,6-diisopropoxy-2-methoxyphenyl)-4-methoxy-2,6-dimethylheptanal

: 1402167-37-6
(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1002/chem.201201600

Reference yield:

: (4S,5Z,7E)-9-(tert-butyldiphenylsilyloxy)-2-chloro-4-methoxy-8-methylnona-5,7-dien-3-one

: 1402167-26-3
(2R,3R,4S,6R)-3-(benzyloxy)-7-(3,6-diisopropoxy-2-methoxyphenyl)-4-methoxy-2,6-dimethylheptanal

: 1402167-37-6
(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1002/chem.201201600

Reference yield:

: 1402167-32-1
(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

: 1402167-37-6
(2E,4Z,6S,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-9-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4-dien-7-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / -78 °C

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 20 °C

5.1: samarium diiodide / tetrahydrofuran / 1.5 h / -78 °C

With samarium diiodide; camphor-10-sulfonic acid; isopropylmagnesium chloride; sodium hydrogencarbonate; Dess-Martin periodane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.201201600