(S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester

Base Information

• Chemical Name: (S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester
• CAS No.: 299185-16-3
• Molecular Formula: C₂₄H₂₄O₆S
• Molecular Weight: 440.517

Synonyms:(S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester

Chemical Property of (S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester

Chemical Property:

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Technology Process of (S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester

There total 1 articles about (S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester 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: 44.0%

2-(chloromethyl)-3-(phenylsulfonyl)-1-propene (116830-92-3) + ((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propynoic acid phenyl ester → (S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester (299185-16-3)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; at -60 ℃; for 4h;

DOI:10.1016/S0040-4039(00)00867-4

Reference yield: 85.0%

(S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester (299185-16-3) → (3S,4S)-4-Benzenesulfonyl-3-hydroxymethyl-5-methylene-3,4,5,6-tetrahydro-cyclopenta[c]furan-1-one

Guidance literature:

trifluoroacetic acid; In methanol; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(00)00867-4

Reference yield: 10.0%

(S)-3-Benzenesulfonyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methylene-cyclopent-1-enecarboxylic acid phenyl ester (299185-16-3) → (3S,4S)-4-Benzenesulfonyl-3-hydroxymethyl-5-methylene-3,4,5,6-tetrahydro-cyclopenta[c]furan-1-one + 5-benzenesulfonyl-4-hydroxy-6-methylene-4,5,6,7-tetrahydro-3H-cyclopenta[c]pyran-1-one

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

DOI:10.1016/S0040-4039(00)00867-4

upstream raw materials:

2-(chloromethyl)-3-(phenylsulfonyl)-1-propene

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