(4aR,6S,8aR)-5-Benzenesulfonyl-5,6-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

Base Information

Chemical Name:(4aR,6S,8aR)-5-Benzenesulfonyl-5,6-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
CAS No.:122422-95-1
Molecular Formula:C₁₈H₂₄O₂S
Molecular Weight:304.453
Hs Code.:

Synonyms:

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Chemical Property of (4aR,6S,8aR)-5-Benzenesulfonyl-5,6-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

Chemical Property:

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Technology Process of (4aR,6S,8aR)-5-Benzenesulfonyl-5,6-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

There total 53 articles about (4aR,6S,8aR)-5-Benzenesulfonyl-5,6-dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene 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:

: 53963-10-3
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran

: 122422-95-1,122422-96-2,134692-72-1,134692-97-0,134692-98-1,134692-99-2
<3R*,4R*,5R*,10S*>-3,4-dimethyl-4-(phenylsulphonyl)bicyclo<4.4.0>-2-decene

Guidance literature:: Multi-step reaction with 9 steps

1: 61 percent / dimethylsulfoxide / 2 h

2: 1) n-butyllithium / 1) THF, -78 deg C, 10 min, 2) a) 30 min, b) 3 h, c) to room temperature

3: 79 percent / disodium hydrogenphosphate, sodium amalgam / tetrahydrofuran; methanol / 12 h / -20 °C

4: 91 percent / 10-camphorsulphonic acid / methanol / 3 h / Ambient temperature

5: 1) oxalyl chloride, DMSO, 2) triethylamine / 1) dichloromethane, -60 deg c, 15 min, 2) to room temperature

6: 38 percent / tetrahydrofuran / 1 h / -78 °C

7: 1) n-butyllithium, 1,10-phenanthroline / 1) THF, hexanes, -78 deg C, 5 min, 2) to room temperature, 40 min

8: 8 percent / potassium t-butoxide / tetrahydrofuran / -20 °C

9: xylene / 312 h / 170 - 178 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; 1,10-Phenanthroline; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dimethyl sulfoxide; xylene;
DOI:10.1016/S0040-4020(01)96038-7

Reference yield:

: 53963-10-3
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran

: 122422-95-1,122422-96-2,134692-72-1,134692-97-0,134692-98-1,134692-99-2
<3R*,4S*,5S*,10S*>-3,4-dimethyl-4-(phenylsulphonyl)bicyclo<4.4.0>-2-decene

Guidance literature:: Multi-step reaction with 9 steps

1: 61 percent / dimethylsulfoxide / 2 h

2: 1) n-butyllithium / 1) THF, -78 deg C, 10 min, 2) a) 30 min, b) 3 h, c) to room temperature

3: 79 percent / disodium hydrogenphosphate, sodium amalgam / tetrahydrofuran; methanol / 12 h / -20 °C

4: 91 percent / 10-camphorsulphonic acid / methanol / 3 h / Ambient temperature

5: 1) oxalyl chloride, DMSO, 2) triethylamine / 1) dichloromethane, -60 deg c, 15 min, 2) to room temperature

6: 38 percent / tetrahydrofuran / 1 h / -78 °C

7: 1) n-butyllithium, 1,10-phenanthroline / 1) THF, hexanes, -78 deg C, 5 min, 2) to room temperature, 40 min

8: 8 percent / potassium t-butoxide / tetrahydrofuran / -20 °C

9: xylene / 312 h / 170 - 178 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; 1,10-Phenanthroline; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dimethyl sulfoxide; xylene;
DOI:10.1016/S0040-4020(01)96038-7

Reference yield:

: 4286-55-9
1-bromo-6-hexanol

: 122422-95-1,122422-96-2,134692-72-1,134692-97-0,134692-98-1,134692-99-2
<3R*,4R*,5R*,10S*>-3,4-dimethyl-4-(phenylsulphonyl)bicyclo<4.4.0>-2-decene

Guidance literature:: Multi-step reaction with 10 steps

1: 81 percent / 10-camphorsulphonic acid / CH₂Cl₂ / 0.5 h

2: 61 percent / dimethylsulfoxide / 2 h

3: 1) n-butyllithium / 1) THF, -78 deg C, 10 min, 2) a) 30 min, b) 3 h, c) to room temperature

4: 79 percent / disodium hydrogenphosphate, sodium amalgam / tetrahydrofuran; methanol / 12 h / -20 °C

5: 91 percent / 10-camphorsulphonic acid / methanol / 3 h / Ambient temperature

6: 1) oxalyl chloride, DMSO, 2) triethylamine / 1) dichloromethane, -60 deg c, 15 min, 2) to room temperature

7: 38 percent / tetrahydrofuran / 1 h / -78 °C

8: 1) n-butyllithium, 1,10-phenanthroline / 1) THF, hexanes, -78 deg C, 5 min, 2) to room temperature, 40 min

9: 8 percent / potassium t-butoxide / tetrahydrofuran / -20 °C

10: xylene / 312 h / 170 - 178 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; 1,10-Phenanthroline; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; xylene;
DOI:10.1016/S0040-4020(01)96038-7