(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

Base Information

Chemical Name:(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde
CAS No.:117438-93-4
Molecular Formula:C₃₁H₄₀O₄
Molecular Weight:476.656
Hs Code.:

Synonyms:(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

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

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Chemical Property of (3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

Chemical Property:

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Technology Process of (3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

There total 1 articles about (3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde 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: 74.0%

: 103751-19-5
(3β,5α,22E)-3-(benzoyloxy)-4,4-dimethylergosta-8(14),22-dien-15-one

: 117438-93-4
(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

Guidance literature:: With ozone; In dichloromethane; at -78 ℃;
DOI:10.1021/ja00183a042

Reference yield:

: 117438-93-4
(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

: 209850-50-0
3β-(Benzoyloxy)-24-hydroxy-4,4-dimethyl-5α-cholest-8(14)-ene-15-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h

2: p-TSA, MgSO₄ / toluene; CHCl₃ / 3 h / 70 °C

3: H₂ / Lindlar / toluene; CHCl₃ / 12 h / 760 Torr

4: tert-butylamine-borane complex / CH₂Cl₂ / 1 h / Heating

With n-butyllithium; hydrogen; borane tert-butylamine; magnesium sulfate; toluene-4-sulfonic acid; diisopropylamine; Lindlar's catalyst; In dichloromethane; chloroform; toluene;
DOI:10.1021/ja00183a042

Reference yield:

: 117438-93-4
(3β,5α,20S)-3-(Benzoyloxy)-4,4-dimethyl-15-oxopregn-8,14-ene-20-carboxaldehyde

: 117439-08-4
Benzoic acid (3S,5R,10S,13R,17R)-17-((R)-1,5-dimethyl-hex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h

2: p-TSA, MgSO₄ / toluene; CHCl₃ / 3 h / 70 °C

3: H₂ / Lindlar / toluene; CHCl₃ / 12 h / 760 Torr

4: tert-butylamine-borane complex / CH₂Cl₂ / 1 h / Heating

5: 86 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.2 h / 0 °C

6: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 30 min

7: 94 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph₃P)2 / dimethylformamide / 0.5 h / 70 °C

8: K₂CO₃ / CH₂Cl₂; methanol / 0.08 h / 25 °C

9: bis<α,α-bis(trifluoromethyl)benzenemethanolato>diphenylsulfur / CH2Cl2 / 0.25 h / 0 °C

With pyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; Martins sulfurane; tributyl-amine; hydrogen; borane tert-butylamine; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00183a042