(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

Base Information

Chemical Name:(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one
CAS No.:861996-55-6
Molecular Formula:C₃₀H₃₇NO₃S
Molecular Weight:491.695
Hs Code.:

Synonyms:(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

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Chemical Property of (1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

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Technology Process of (1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

There total 7 articles about (1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one 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:

: (1S,2S,4aS,8aR)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-decahydro-naphthalene-2-carbaldehyde

: 861996-55-6
(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

Guidance literature:: With potassium hydroxide; silver nitrate; In ethanol; at 0 ℃; for 0.25h;
DOI:10.1002/chem.200401220

Reference yield:

: 861996-66-9
1-(Toluene-4-sulfonyl)-2-[2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethyl]-1H-indole

: 861996-55-6
(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: B₂H₆*THF / tetrahydrofuran / 0 - 20 °C

1.2: 77 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 1 h / 0 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 15 mg / aq. AgNO₃; KOH / ethanol / 0.25 h / 0 °C

With potassium hydroxide; oxalyl dichloride; B₂H₆-THF; silver nitrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 2.1: Swern oxidation;
DOI:10.1002/chem.200401220

Reference yield:

: 861996-62-5
1-[1-(Toluene-4-sulfonyl)-1H-indol-2-yl]-2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethanol

: 861996-55-6
(1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 400 mg / CH₂Cl₂

2.1: 180 mg / Bu₃SnH; AIBN / toluene / Heating

3.1: B₂H₆*THF / tetrahydrofuran / 0 - 20 °C

3.2: 77 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 1 h / 0 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: 15 mg / aq. AgNO₃; KOH / ethanol / 0.25 h / 0 °C

With potassium hydroxide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); B₂H₆-THF; tri-n-butyl-tin hydride; silver nitrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4.1: Swern oxidation;
DOI:10.1002/chem.200401220