(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate
CAS No.:183506-75-4
Molecular Formula:C₂₆H₄₄O₄SSi
Molecular Weight:480.784
Hs Code.:

Synonyms:(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Suppliers and Price of (R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

There total 8 articles about (R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate 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: 98.0%

: 98-59-9
p-toluenesulfonyl chloride

: 171011-48-6,215509-33-4
(1R,3aR,4S,7aR)-octahydro-4-[(1,1-dimethylethyl)dimethylsilyloxy]-1-[(R)-2-hydroxy-1-methylethyl]-7a-methyl-1H-indene

: 183506-75-4
(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/S0960-894X(98)00363-1

Reference yield:

: 104651-47-0
(S)-2-[(1R,3aR,4S,7aR)-octahydro-4-[(1,1-dimethylethyl)dimethylsilyloxy]-7a-methyl-1H-inden-1-yl]propanal

: 183506-75-4
(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: DBU / tetrahydrofuran / 12 h / Heating

2: 3.14 g / NaBH₄ / methanol / 1 h / 0 °C

3: 98 percent / pyridine / 13 h / 20 °C

With pyridine; sodium tetrahydroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; 1: epimerization / 2: Reduction / 3: Tosylation;
DOI:10.1016/S0968-0896(99)00262-X

Reference yield:

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

: 183506-75-4
(R)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahyrdo-1H-inden-1-yl)propyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 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

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