(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Base Information

Chemical Name:(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one
CAS No.:507480-16-2
Molecular Formula:C₃₆H₅₂O₅Si
Molecular Weight:592.891
Hs Code.:

Synonyms:(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-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 (E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Chemical Property:

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

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Technology Process of (E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

There total 5 articles about (E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-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: 94.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 507480-01-5
(E)-(7S,9R,10S)-7-Allyl-4-hydroxy-9-(4-methoxy-benzyloxy)-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

: 507480-16-2
(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo026798h

Reference yield:

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 507480-16-2
(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / DMAP; thionyl chloride / 1,2-dimethoxy-ethane / 3 h

2: 75 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 15 h / Heating

3: 73 percent / tri-2-furylphosphine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 15 h / 20 °C

4: 64 percent / sodium hydride / tetrahydrofuran / 6 h / 20 °C

5: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; N-Bromosuccinimide; thionyl chloride; trifuran-2-yl-phosphane; sodium hydride; dibenzoyl peroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; 3: Stille coupling;
DOI:10.1021/jo026798h

Reference yield:

: 438187-08-7
2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

: 507480-16-2
(E)-(7S,9R,10S)-7-Allyl-9-(4-methoxy-benzyloxy)-10-methyl-4-triisopropylsilanyloxy-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 15 h / Heating

2: 73 percent / tri-2-furylphosphine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 15 h / 20 °C

3: 64 percent / sodium hydride / tetrahydrofuran / 6 h / 20 °C

4: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; N-Bromosuccinimide; trifuran-2-yl-phosphane; sodium hydride; dibenzoyl peroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; dichloromethane; 2: Stille coupling;
DOI:10.1021/jo026798h