(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

Base Information

Chemical Name:(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one
CAS No.:1314808-98-4
Molecular Formula:C₃₈H₆₈O₆Si₃
Molecular Weight:705.211
Hs Code.:

(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

Synonyms:(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

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Chemical Property of (3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

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Technology Process of (3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

There total 5 articles about (3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-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: 66.0%

: 1314808-97-3
(5S)-5-(4-methoxybenzyloxy)-4,4-dimethylhept-6-en-1-yn-3-one

: 470470-78-1
(R)-2-(tert-butyldimethylsilyloxy)-1-[(2-trimethylsilylethoxy)methoxy]-4-(trimethylsilylmethyl)pent-4-ene

: 1314808-98-4
(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

Guidance literature:: With zinc(II) iodide; In dichloromethane; at 20 ℃; for 24h; diastereoselective reaction; Inert atmosphere; Molecular sieve; Darkness;
DOI:10.1016/j.tet.2011.03.113

Reference yield:

: (3RS,5S)-5-(4-methoxybenzyloxy)-4,4-dimethylhept-6-en-1-yn-3-ol

: 1314808-98-4
(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: zinc(II) iodide / dichloromethane / 24 h / 20 °C / Inert atmosphere; Molecular sieve; Darkness

With Dess-Martin periodane; zinc(II) iodide; In dichloromethane;
DOI:10.1016/j.tet.2011.03.113

Reference yield:

: 1314808-90-6
(R)-1-[(2-trimethylsilylethoxy)methoxy]-4-(trimethylsilylmethyl)pent-4-en-2-ol

: 1314808-98-4
(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2: zinc(II) iodide / dichloromethane / 24 h / 20 °C / Inert atmosphere; Molecular sieve; Darkness

With 2,6-dimethylpyridine; zinc(II) iodide; In dichloromethane;
DOI:10.1016/j.tet.2011.03.113