1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

Base Information

Chemical Name:1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol
CAS No.:103909-74-6
Molecular Formula:C₃₃H₆₀O₃Si₂
Molecular Weight:561.009
Hs Code.:

Synonyms:1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

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Chemical Property of 1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

There total 1 articles about 1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol 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:

: 20998-18-9
1α,3β-dihydroxy-androst-5-en-17-one

: 103909-74-6
(S)-1-[(1S,3R,9S,10R,13S,14R)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / imidazole, 1-hydroxybenzotriazole / dimethylformamide / 72 h / 50 - 60 °C

2: 1.) NBS; 2.) γ-collidine / 1.) hexane, reflux, 1 h; 2.) xylene, reflux, 1 h

3: 64 percent / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

4: 1.) 9-BBN; 2.) NaOH, H₂O₂ / 1.) THF, r.t., 16 h

With 1H-imidazole; 2,4,6-trimethyl-pyridine; sodium hydroxide; N-Bromosuccinimide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; benzotriazol-1-ol; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.34.4410

Reference yield:

: 103909-74-6
1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

: 204520-81-0
(1S,3R,20S)-1,3-bis(tert-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-trien-20-ol

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 3.125h; UV-irradiation; Heating / reflux;

Reference yield:

: 103909-74-6
1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

: MC 1292

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / a) DMSO, trichloromethyl chloroformate, b) Et₃N / CH₂Cl₂ / a) -65 deg C, 20 min, b.) RT, 1 h

2: 80 percent / LIAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

3: 61 percent / 60 percent NaH / tetrahydrofuran / 15 h / Ambient temperature

4: 2.5 percent / a) CeCl₃*7H₂O / tetrahydrofuran / a) -15 deg C, 30 min, b) -15 deg C, 1 h, c) 0 deg C, 1 h

5: 68 percent / n-Bu₄NF / tetrahydrofuran / 14 h / Heating

6: 15 percent / ethanol / a) irradiation, 0 deg C, 3 min, b) reflux, 2 h

With lithium aluminium tetrahydride; cerium(III) chloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; trichloromethyl chloroformate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1248/cpb.41.1659