<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

Base Information

Chemical Name:<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole
CAS No.:161197-07-5
Molecular Formula:C₃₂H₃₇NO₄S
Molecular Weight:531.716
Hs Code.:

Synonyms:<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

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Chemical Property of <8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

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Technology Process of <8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

There total 6 articles about <8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole 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: 66.0%

: 161197-05-3
(2S,4R,5S)-5-methyl-2-<1-methyl-1-<1-(p-toluenesulfonyl)-4-indolyl>ethyl>-4-pivaloyloxy-5-vinyl-1-cyclohexanone

: 2,2-Dimethyl-propionic acid (7S,8R)-7,10,10-trimethyl-3-(toluene-4-sulfonyl)-7-vinyl-3,6,7,8,9,10-hexahydro-indeno[2,1-e]indol-8-yl ester

: 161197-07-5
<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1248/cpb.42.1393

Reference yield:

: 55378-53-5
2,2-Dimethyl-propionic acid (1R,5R)-5-isopropenyl-2-methyl-cyclohex-2-enyl ester

: 161197-07-5
<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

Guidance literature:: Multi-step reaction with 6 steps

1: 35 percent / CrO₃, dimethylpyrazole / CH₂Cl₂ / 15 h / -20 - 0 °C

2: 1.) CuBr*Me₂S, 2.) NaOMe / 1.) THF, -40 deg C, 30 min, 2.) MeOH, 0 deg C, 1.5 h

3: 84 percent / conc. HCl / dioxane / 4.33 h / 90 °C

4: LDA / tetrahydrofuran; hexane / 0.17 h / -73 °C

5: 50 percent / SnCl₄ / CH₂Cl₂ / 0.25 h / -78 °C

6: 66 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 0 °C

With 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; hydrogenchloride; copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; sodium methylate; tin(IV) chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1248/cpb.42.1393

Reference yield:

: 161197-03-1
(3S,4R)-3-methyl-4-pivaloyloxy-3-vinylcyclohexan-1-one

: 161197-07-5
<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

Guidance literature:: Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran; hexane / 0.17 h / -73 °C

2: 50 percent / SnCl₄ / CH₂Cl₂ / 0.25 h / -78 °C

3: 66 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 0 °C

With boron trifluoride diethyl etherate; tin(IV) chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1248/cpb.42.1393