(S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

• Chemical Name: (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane
• CAS No.: 123488-10-8
• Molecular Formula: C₁₇H₂₂O₄S
• Molecular Weight: 322.425

Synonyms:(S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property of (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property:

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Technology Process of (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane

There total 9 articles about (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane 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: 96.0%

(S)-4-((1S,2S)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane (123538-55-6) → (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane (123488-10-8)

Guidance literature:

With sodium methylate; In 1,4-dioxane; at 90 ℃; for 3h;

DOI:10.1021/ja00201a032

Reference yield:

diethyl phenylsulfonylmethylphosphonate (56069-39-7) → (S)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane (123488-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / t-C₄H₉OK / tetrahydrofuran / 2 h / -78 °C

2: Pd(OAc)2, (i-C₃H₇O)3P / toluene / 1.5 h / 80 °C

With potassium tert-butylate; palladium diacetate; triisopropyl phosphite; In tetrahydrofuran; toluene;

DOI:10.1021/ja00201a032

Reference yield:

diethyl phenylsulfonylmethylphosphonate (56069-39-7) → (R)-4-((1S,2R)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane (123488-10-8,123538-54-5,123538-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / t-C₄H₉OK / tetrahydrofuran / 2 h / -78 °C

2: Pd(OAc)2, (i-C₃H₇O)3P / toluene / 1.5 h / 80 °C

With potassium tert-butylate; palladium diacetate; triisopropyl phosphite; In tetrahydrofuran; toluene;

DOI:10.1021/ja00201a032

upstream raw materials:

[2-(acetoxymethyl)prop-2-enyl]trimethylsilane

3(S),4-Dihydroxy-1-(phenylsulfonyl)-(E)-1-butene acetonide

(E)-(4'S)-2-(2',2'-dimethyl-1',3'-dioxalan-4'-yl)vinyl phenyl sulphone

(S)-4-((1S,2S)-2-Benzenesulfonyl-4-methylene-cyclopentyl)-2,2-dimethyl-[1,3]dioxolane

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