(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

Base Information

Chemical Name:(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol
CAS No.:171011-50-0
Molecular Formula:C₂₂H₃₄O₂S
Molecular Weight:362.577
Hs Code.:

Synonyms:(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

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Chemical Property of (1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

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Technology Process of (1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

There total 8 articles about (1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-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:

: 2-(3-{(R)-2-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-propylsulfanyl}-phenyl)-propan-2-ol

: 171011-50-0
(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

Guidance literature:: With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; for 72h; Yield given; Heating;
DOI:10.1021/jm00022a019

Reference yield:

: 50-14-6
Calciferol

: 171011-50-0
(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaHCO₃, O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, CH₃OH, -78 deg C, 60 min, 2.) CH₂Cl₂, CH₃OH, RT, 2 h

2: 1.21 g / 4-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 2 h / Ambient temperature; a) RT, 2 h, b) reflux, 12 h

3: 71 percent / NEt₃, n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

4: 400 mg / PCC, Celite / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 1.) 40percent aq. n-Bu₄NOH, 2.) NaBH₄ / 1.) CH₂Cl₂, RT, 16 h, 2.) THF, EtOH, RT, 30 min

6: 1.) NaHMDS / 1.) THF, RT, 30 min, 2.) THF, RT, 2h

7: 1.) KO-t-Bu / 1.) DMF, THF, RT, 2 h, 2.) DMF, THF, RT, overnight

8: NEt₃, n-Bu₄NF / tetrahydrofuran / 72 h / Heating

With dmap; sodium tetrahydroborate; Celite; potassium tert-butylate; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; sodium hexamethyldisilazane; sodium hydrogencarbonate; ozone; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00022a019

Reference yield:

: 64190-52-9
(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

: 171011-50-0
(1R,3aR,4S,7aR)-1-{(R)-2-[3-(1-Hydroxy-1-methyl-ethyl)-phenylsulfanyl]-1-methyl-ethyl}-7a-methyl-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.21 g / 4-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 2 h / Ambient temperature; a) RT, 2 h, b) reflux, 12 h

2: 71 percent / NEt₃, n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

3: 400 mg / PCC, Celite / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1.) 40percent aq. n-Bu₄NOH, 2.) NaBH₄ / 1.) CH₂Cl₂, RT, 16 h, 2.) THF, EtOH, RT, 30 min

5: 1.) NaHMDS / 1.) THF, RT, 30 min, 2.) THF, RT, 2h

6: 1.) KO-t-Bu / 1.) DMF, THF, RT, 2 h, 2.) DMF, THF, RT, overnight

7: NEt₃, n-Bu₄NF / tetrahydrofuran / 72 h / Heating

With dmap; sodium tetrahydroborate; Celite; potassium tert-butylate; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; sodium hexamethyldisilazane; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00022a019