Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol

Base Information

Chemical Name:Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol
CAS No.:113008-05-2
Molecular Formula:C₁₇H₂₃NO₃S
Molecular Weight:321.441
Hs Code.:
DSSTox Substance ID:DTXSID001161417

Synonyms:DTXSID001161417;Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol;113008-05-2

Suppliers and Price of Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol

Chemical Property:

XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:321.13986477
Heavy Atom Count:22
Complexity:547

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(C2CC1C3CC(N(C3C2)S(=O)(=O)C4=CC=CC=C4)O)C

Technology Process of Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol

There total 7 articles about Octahydro-5,5-dimethyl-1-(phenylsulfonyl)-4,6-methano-1H-indol-2-ol 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:

: 82402-39-9,103080-41-7,113008-00-7
(1S,2R,3S,5R)-6,6-Dimethyl-2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-bicyclo[3.1.1]hept-3-ylamine

: 113008-05-2
(+)-(2RS,3aR,4S,6R,7aS)-N-benzenesulfonyl-2-hydroxy-5,5-dimethyl-4,6-methanooctahydroindole

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: 89.3 percent / MeOH / p-TsOH / 2 h / Ambient temperature

3: 1.) DMSO, (COCl)2 3.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 2 min, 2.) DMSO, CH₂Cl₂, -50 deg C, then -15 deg C, 20 min 3.) DMSO, CH₂Cl₂, -50 deg C, 5 min

With methanol; oxalyl dichloride; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1248/cpb.37.948

Reference yield:

: 113033-06-0
(1S,2R,3S,5R)-2-<2-(tetrahydropyran-2-yloxy)ethyl>-3-hydroxy-6,6-dimethylbicyclo<3.1.1>heptane

: 113008-05-2
(+)-(2RS,3aR,4S,6R,7aS)-N-benzenesulfonyl-2-hydroxy-5,5-dimethyl-4,6-methanooctahydroindole

Guidance literature:: Multi-step reaction with 6 steps

1: 97.7 percent / Et₃N / CH₂Cl₂ / 0.25 h / -20 °C

2: 83.2 percent / NaN₃ / hexamethylphosphoric acid triamide / 2 h / 50 °C

3: LiAlH₄ / diethyl ether / 0 deg C, then reflux, 2 h

4: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: 89.3 percent / MeOH / p-TsOH / 2 h / Ambient temperature

6: 1.) DMSO, (COCl)2 3.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 2 min, 2.) DMSO, CH₂Cl₂, -50 deg C, then -15 deg C, 20 min 3.) DMSO, CH₂Cl₂, -50 deg C, 5 min

With methanol; lithium aluminium tetrahydride; sodium azide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1248/cpb.37.948

Reference yield:

: 103080-37-1
(1S,2R,5R)-2-<2-(tetrahydropyran-2-yloxy)ethyl>-3-oxo-6,6-dimethylbicyclo<3.1.1>heptane

: 113008-05-2
(+)-(2RS,3aR,4S,6R,7aS)-N-benzenesulfonyl-2-hydroxy-5,5-dimethyl-4,6-methanooctahydroindole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaOMe, 2.) NaBH₄ / 1.) MeOH, 2 h, room t., 2.) MeOH, 18 h

2: 97.7 percent / Et₃N / CH₂Cl₂ / 0.25 h / -20 °C

3: 83.2 percent / NaN₃ / hexamethylphosphoric acid triamide / 2 h / 50 °C

4: LiAlH₄ / diethyl ether / 0 deg C, then reflux, 2 h

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: 89.3 percent / MeOH / p-TsOH / 2 h / Ambient temperature

7: 1.) DMSO, (COCl)2 3.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 2 min, 2.) DMSO, CH₂Cl₂, -50 deg C, then -15 deg C, 20 min 3.) DMSO, CH₂Cl₂, -50 deg C, 5 min

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; oxalyl dichloride; sodium methylate; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1248/cpb.37.948