1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

Base Information

Chemical Name:1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol
CAS No.:137939-47-0
Molecular Formula:C₃₈H₇₀O₄Si₂
Molecular Weight:647.142
Hs Code.:

1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

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Chemical Property of 1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

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Technology Process of 1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

There total 16 articles about 1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-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:

: 77308-29-3
(17Z)-5,17-pregnadiene-1α,3β-diol diacetate

: 137939-47-0
1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 89 percent / BF₃*OEt₂ / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 1.72 g / H₂ / 5percent Pt/C / ethyl acetate / Ambient temperature

3: 1.70 g / Amberlyst-15 / CH₂Cl₂ / 15 h / Ambient temperature

4: 1.13 g / LiAlH₄ / tetrahydrofuran / 1 h / Heating

5: 74 percent / imidazole, hydroxybenzotriazole / dimethylformamide / 48 h / 65 - 70 °C

6: 71 percent / Me₂AlCl / CH₂Cl₂ / 15 h / Ambient temperature

7: 84 percent / 4,4-dimethylaminopyridine, pyridine / 20 h / Ambient temperature

8: 1.) N-bromosuccinimide, 2.) γ-collidine / 1.) n-hexane, RT, 1.25 h, 2.) xylene, reflux, 1 h

9: K₂CO₃ / ethanol / 21 h / 30 °C

10: 47 percent / dibenbzo-18-crown-6, tert-BuOK / benzene / 1 h / Heating

11: 1.) EtOH, irradiation, 0 deg C, 3.5 min, 2.) EtOH, reflux, 1.5 h

With pyridine; 1H-imidazole; 2,4,6-trimethyl-pyridine; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; dibenzo-18-crown-6; amberlyst-15; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; dimethylaluminum chloride; potassium carbonate; benzotriazol-1-ol; platinum on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.39.3221

Reference yield:

: 81481-22-3
(20S)-20-methyl-5,16-pregnadien-1α,3β,21-triol 1,3-diacetate

: 137939-47-0
1-((S)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.72 g / H₂ / 5percent Pt/C / ethyl acetate / Ambient temperature

2: 1.70 g / Amberlyst-15 / CH₂Cl₂ / 15 h / Ambient temperature

3: 1.13 g / LiAlH₄ / tetrahydrofuran / 1 h / Heating

4: 74 percent / imidazole, hydroxybenzotriazole / dimethylformamide / 48 h / 65 - 70 °C

5: 71 percent / Me₂AlCl / CH₂Cl₂ / 15 h / Ambient temperature

6: 84 percent / 4,4-dimethylaminopyridine, pyridine / 20 h / Ambient temperature

7: 1.) N-bromosuccinimide, 2.) γ-collidine / 1.) n-hexane, RT, 1.25 h, 2.) xylene, reflux, 1 h

8: K₂CO₃ / ethanol / 21 h / 30 °C

9: 47 percent / dibenbzo-18-crown-6, tert-BuOK / benzene / 1 h / Heating

10: 1.) EtOH, irradiation, 0 deg C, 3.5 min, 2.) EtOH, reflux, 1.5 h

With pyridine; 1H-imidazole; 2,4,6-trimethyl-pyridine; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; dibenzo-18-crown-6; amberlyst-15; potassium tert-butylate; hydrogen; dimethylaluminum chloride; potassium carbonate; benzotriazol-1-ol; platinum on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.39.3221

Reference yield:

: 114694-12-1,128387-35-9,139239-33-1
(S)-2-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propan-1-ol

: 137832-48-5,137939-47-0
1-((S)-2-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propoxy)-2-methyl-propan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / 25percent NaOH, Bu₄NHSO₄ / toluene / phase transfer conditions

3: Irradiation

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In toluene;
DOI:10.1016/S0040-4039(00)93431-2