(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

Base Information

Chemical Name:(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate
CAS No.:143008-97-3
Molecular Formula:C₂₉H₄₂O₄S
Molecular Weight:486.716
Hs Code.:

(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benz<e>indene-3a-methanol 3a-p-toluenesulfonate

Synonyms:(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

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Chemical Property of (3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

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Technology Process of (3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

There total 10 articles about (3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate 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: 63.0%

: 124941-20-4,143008-96-2,143036-97-9
(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol

: 98-59-9
p-toluenesulfonyl chloride

: 143008-97-3
(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane;

Reference yield:

: 73723-49-6
3-isobutoxy-2,6-dimethylcyclohex-2-en-1-one

: 143008-97-3
(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Mg, 3.) aq. HCl

2: 1.) t-BuOH, Li, NH₃(liquid), 3.) 4percent KOH

3: 1.) LDA, HMPA / 1.) hexane, THF, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT, 15 h

4: 93 percent / Li, NH₃, t-BuOH / diethyl ether / 1.5 h / -78 °C

5: 1.) Et₃N, 2.) 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / 1.) DMF, reflux, 12 h, 2.) benzene, RT, 12 h

6: 1.) O₃, pyridine, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 12 h

7: 87 percent / p-toluenesulfonic acid monohydrate / benzene / 8 h / Ambient temperature

8: 98 percent / palladium acetate, triethyl phosphite / tetrahydrofuran / 20 h / Heating

9: 90 percent / LiAlH₄ / tetrahydrofuran / 6 h / -78 °C

10: 63 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium hydroxide; lithium aluminium tetrahydride; dimethylsulfide; ammonia; palladium diacetate; lithium; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tert-butyl alcohol; lithium diisopropyl amide; triethyl phosphite; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;

Reference yield:

: 143008-72-4,143008-73-5
(4aRS,5RS,6SR,8aRS)-octahydro-3,4a,6-trimethyl-5-(3-methyl-3-butenyl)-2(1H)-naphthalenone

: 143008-97-3
(3aRS,4RS,5aSR,8RS,9SR,9aSR,9bRS)-dodecahydro-4-hydroxy-8,9a-dimethyl-9-(3-methyl-3-butenyl)-2-methylene-3aH-benzindene-3a-methanol 3a-p-toluenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, 2.) 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / 1.) DMF, reflux, 12 h, 2.) benzene, RT, 12 h

2: 1.) O₃, pyridine, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 12 h

3: 87 percent / p-toluenesulfonic acid monohydrate / benzene / 8 h / Ambient temperature

4: 98 percent / palladium acetate, triethyl phosphite / tetrahydrofuran / 20 h / Heating

5: 90 percent / LiAlH₄ / tetrahydrofuran / 6 h / -78 °C

6: 63 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂

With pyridine; dmap; lithium aluminium tetrahydride; dimethylsulfide; palladium diacetate; toluene-4-sulfonic acid; ozone; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; triethyl phosphite; In tetrahydrofuran; dichloromethane; benzene;