(1S^,5S^,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

Base Information

Chemical Name:(1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane
CAS No.:135619-47-5
Molecular Formula:C₁₄H₁₄O₄S
Molecular Weight:278.329
Hs Code.:

(1S<sup>*</sup>,5S<sup>*</sup>,6R<sup>*</sup>)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

Synonyms:(1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

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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 (1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

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Technology Process of (1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

There total 3 articles about (1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane 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: 16.0%

: 135619-41-9
(E)-3-(phenylsulfonyl)-2-propenyl 2-<(methoxycarbonyl)oxy>-3-<(trimethylsilyl)methyl>-3-butenoate

: 135619-47-5
(1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

Guidance literature:: With palladium diacetate; triisopropyl phosphite; In 1,4-dioxane; at 100 ℃; for 2h;
DOI:10.1021/ja00019a037

Reference yield:

: 135619-58-8
2-<(methoxycarbonyl)oxy>-3-<(trimethylsilyl)methyl>-3-butenoic acid

: 135619-47-5
(1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / DMAP, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / Ambient temperature

2: 16 percent / Pd(CH₃COO)2, (i-PrO)3P / dioxane / 2 h / 100 °C

With dmap; palladium diacetate; triisopropyl phosphite; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ja00019a037

Reference yield:

: 135619-37-3
1,1,1-tris(phenylthio)-2-<(methoxycarbonyl)oxy>-3-<(trimethylsilyl)methyl>-3-butene

: 135619-47-5
(1S^*,5S^*,6R^*)-9-methylene-6-(phenylsulfonyl)-3-oxa-2-oxobicyclo<3.3.0>octane

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / CF₃COOAg, H₂O / dioxane / 6 h / Heating

2: 67 percent / DMAP, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / Ambient temperature

3: 16 percent / Pd(CH₃COO)2, (i-PrO)3P / dioxane / 2 h / 100 °C

With dmap; palladium diacetate; triisopropyl phosphite; water; silver trifluoroacetate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ja00019a037