(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

Base Information

Chemical Name:(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one
CAS No.:637002-77-8
Molecular Formula:C₃₀H₄₈O₅Si
Molecular Weight:516.794
Hs Code.:

Synonyms:(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

There total 7 articles about (3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-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: 90.0%

: 637002-67-6
(R)-2-[(R)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-propionaldehyde

: 637002-68-7
[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-8-methyl-2-oxo-non-5-enyl]-phosphonic acid dimethyl ester

: 637002-77-8
(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

Guidance literature:: With barium dihydroxide; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/ol035797o

Reference yield:

: 56423-39-3,36747-83-8
trans-4-methylpent-2-enal

: 637002-77-8
(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: TiCl₄; (i-Pr)2NEt / CH₂Cl₂ / 1 h / 0 °C

1.2: 60 percent / CH₂Cl₂ / 2 h / -78 °C

2.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 90 percent / tetrahydrofuran; hexane / 1 h

4.1: 90 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 20 °C

With 2,6-dimethylpyridine; barium dihydroxide; n-butyllithium; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; 4.1: Horner-Wadsworth-Emmons coupling;
DOI:10.1021/ol035797o

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 637002-77-8
(3E,8E)-(2S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-11-methyl-dodeca-3,8-dien-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / NaOH; H₂O₂ / tetrahydrofuran

2.1: 77 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 0.25 h

3.1: OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; H₂O

3.2: 84 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h

4.1: 90 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 20 °C

With barium dihydroxide; sodium hydroxide; osmium(VIII) oxide; dihydrogen peroxide; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 4.1: Horner-Wadsworth-Emmons coupling;
DOI:10.1021/ol035797o