(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

Base Information

Chemical Name:(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol
CAS No.:323178-44-5
Molecular Formula:C₃₄H₄₃NO₃S
Molecular Weight:545.786
Hs Code.:

Synonyms:(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

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Chemical Property of (1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

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Technology Process of (1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

There total 9 articles about (1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-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: 20.0%

: 323178-41-2
1-Benzenesulfonyl-3-{(2E,6E)-3,7-dimethyl-9-[(2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-nona-2,6-dienyl}-1H-indole

: 323178-44-5
(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -40 ℃;
DOI:10.1016/S0040-4039(00)01528-8

Reference yield:

: 120-72-9
indole

: 323178-44-5
(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: EtMgBr / benzene / 20 °C

2: 72 percent / aq. KOH; Bu₄NHSO₄ / benzene / 20 °C

3: 83 percent / LDA; DMEU / tetrahydrofuran / -78 °C

4: 63 percent / EtNH₂; Li / methanol; diethyl ether / -78 °C

5: 95 percent / KOH; Bu₄NHSO₄

6: 20 percent / BF₃*Et₂O / CH₂Cl₂ / -40 °C

With 1,3-dimethyl-2-imidazolidinone; potassium hydroxide; boron trifluoride diethyl etherate; ethylmagnesium bromide; tetra(n-butyl)ammonium hydrogensulfate; lithium; ethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)01528-8

Reference yield:

: 64418-60-6
(E,E) O-acetyl 3,7-dimethyl-8-phenylsulfonyl-octa-2,6-diene-1-ol

: 323178-44-5
(1S,2S,4aR,5S,8aR)-5-(1-Benzenesulfonyl-1H-indol-3-ylmethyl)-1,4a-dimethyl-6-methylene-1-(4-methyl-pent-3-enyl)-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / Na₂CO₃; MeOH

2: NBS; DMS / CH₂Cl₂ / -20 °C

3: EtMgBr / benzene / 20 °C

4: 72 percent / aq. KOH; Bu₄NHSO₄ / benzene / 20 °C

5: 83 percent / LDA; DMEU / tetrahydrofuran / -78 °C

6: 63 percent / EtNH₂; Li / methanol; diethyl ether / -78 °C

7: 95 percent / KOH; Bu₄NHSO₄

8: 20 percent / BF₃*Et₂O / CH₂Cl₂ / -40 °C

With 1,3-dimethyl-2-imidazolidinone; methanol; potassium hydroxide; N-Bromosuccinimide; 2,3-dimercapto-succinic acid; boron trifluoride diethyl etherate; ethylmagnesium bromide; tetra(n-butyl)ammonium hydrogensulfate; lithium; sodium carbonate; ethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)01528-8