2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester
CAS No.:1026619-43-1
Molecular Formula:C₃₂H₃₆BrNO₄S
Molecular Weight:610.612
Hs Code.:

2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

There total 7 articles about 2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester 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:

: 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

: 1026619-43-1
2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

Guidance literature:: With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 0.25h; Heating;
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

: 1026619-43-1
2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

Guidance literature:: Multi-step reaction with 7 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

7: 155 mg / NBS, benzoyl peroxide / CCl₄ / 0.25 h / Heating

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

Reference yield:

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

: 1026619-43-1
2,2-Dimethyl-propionic acid (8R,9S)-10-bromo-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester

Guidance literature:: Multi-step reaction with 4 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

4: 155 mg / NBS, benzoyl peroxide / CCl₄ / 0.25 h / Heating

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