(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

Base Information

Chemical Name:(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester
CAS No.:244241-60-9
Molecular Formula:C₂₀H₂₆O₄S
Molecular Weight:362.49
Hs Code.:

Synonyms:(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

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Chemical Property of (Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

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Technology Process of (Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

There total 8 articles about (Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl 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:

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

: 244241-60-9
(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 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

2: 97 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

4: CrO₃, aq. H₂SO₄ / acetone / 0.5 h

5: 1.) NaH, HMPA / 1.) DMF, -20 deg C, 30 min, 2.) DMF, RT, 12 h

With chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; sulfuric acid; S-phenylalanine; (1S)-10-camphorsulfonic acid; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/S0957-4166(99)00142-1

Reference yield:

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

: 244241-60-9
(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

4: LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

5: CrO₃, aq. H₂SO₄ / acetone / 0.5 h

6: 1.) NaH, HMPA / 1.) DMF, -20 deg C, 30 min, 2.) DMF, RT, 12 h

With chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; sulfuric acid; S-phenylalanine; (1S)-10-camphorsulfonic acid; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/S0957-4166(99)00142-1

Reference yield:

: 108-98-5
thiophenol

: 244241-60-9
(Z,3aS,4S,7aR)-(4-benzenesulfonyl-7a-methyl-octahydro-inden-1-ylidene)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 15 percent aq. KOH / ethanol; tetrahydrofuran / 24 h / 0 - 5 °C

2: 97 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

4: CrO₃, aq. H₂SO₄ / acetone / 0.5 h

5: 1.) NaH, HMPA / 1.) DMF, -20 deg C, 30 min, 2.) DMF, RT, 12 h

With chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium aluminium tetrahydride; sulfuric acid; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; acetone;
DOI:10.1016/S0957-4166(99)00142-1