1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

Base Information

Chemical Name:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol
CAS No.:140221-99-4
Molecular Formula:C₃₄H₆₄O₃Si₂
Molecular Weight:577.051
Hs Code.:

Synonyms:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

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Chemical Property of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

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Technology Process of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

There total 1 articles about 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-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:

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

: 140221-99-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 100 percent / tert-BuOK / tetrahydrofuran / 4 h / Heating

4: 89 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / Ambient temperature

5: 95 percent / H₂ / 5percent Pt/C / ethanol / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; platinum on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.1120

Reference yield:

: 140221-99-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

: (24R)-23-aza-22-oxo-9,10-seco-5,7,10(19)-ergostatriene-1α,3β,25-triol

Guidance literature:: Multi-step reaction with 8 steps

1: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

2: KMnO₄ / acetone

3: 1.) dicyclohexylcarbodiimide, 4-dimethylaminopyridine, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂, RT, 2 h

4: 1.) N-bromosuccinimide, NaHCO₃, benzoyl peroxide, 2.) n-Bu₄NF, Et₃N / 1.) hexane, reflux, 1 h, 2.) hexane, THF, 0 deg C, 4 h

5: ethyl acetate

6: 70 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 75 °C

7: 73 percent / K₂CO₃ / dimethylsulfoxide / 18 h / 110 °C

8: 1.) THF, ether, 0 deg C, irradiation, 6 min, 2.) EtOH, reflux, 1 h

With dmap; potassium permanganate; N-Bromosuccinimide; Perbenzoic acid; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetone;
DOI:10.1248/cpb.45.185

Reference yield:

: 140221-99-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

: 157769-85-2
C₃₅H₄₈N₄O₆

Guidance literature:: Multi-step reaction with 6 steps

1: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

2: KMnO₄ / acetone

3: 1.) dicyclohexylcarbodiimide, 4-dimethylaminopyridine, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂, RT, 2 h

4: 1.) N-bromosuccinimide, NaHCO₃, benzoyl peroxide, 2.) n-Bu₄NF, Et₃N / 1.) hexane, reflux, 1 h, 2.) hexane, THF, 0 deg C, 4 h

5: ethyl acetate

6: 70 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 75 °C

With dmap; potassium permanganate; N-Bromosuccinimide; Perbenzoic acid; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone;
DOI:10.1248/cpb.45.185