(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

Base Information

Chemical Name:(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione
CAS No.:244241-66-5
Molecular Formula:C₁₆H₁₆O₄S
Molecular Weight:304.367
Hs Code.:

Synonyms:(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

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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 (7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

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Technology Process of (7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

There total 5 articles about (7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione 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: 97.0%

: 244241-69-8
(7aR)-7a-methyl-4-phenylsulfanyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

: 244241-66-5
(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0957-4166(99)00142-1

Reference yield:

: 66613-24-9
(phenylsulfanyl)methyl vinyl ketone

: 244241-66-5
(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-(+)-phenylalanine; Et₃N; D-CSA / dimethylformamide / 25 - 55 °C

2: m-CPBA / CH₂Cl₂

With D-(R)-phenylalanine; (1S)-10-camphorsulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Robinson annulation;
DOI:10.1016/S0960-894X(00)00598-9

Reference yield:

: 20614-49-7
1-phenylsulfanyl-but-3-en-2-ol

: 244241-66-5
(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1.) 15 deg C, 1 h, 2.) RT, 2.5 h

2: 1.) triethylamine, 2.) S-(-)-phenylalanine, D-CSA / 1.) DMF, RT, 7 h, 2.) DMF, a) RT, 24 h, b) 35 deg C, 1 d, c) 45 deg C, 1 d, d) 55 deg C, 1 d

3: 97 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

With S-phenylalanine; (1S)-10-camphorsulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0957-4166(99)00142-1