Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
CAS No.:117439-18-6
Molecular Formula:C₃₆H₅₄O₃
Molecular Weight:534.823
Hs Code.:

Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Synonyms:

Suppliers and Price of Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

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 Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

There total 15 articles about Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 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:

: 563-80-4
3-methyl-butan-2-one

: 117439-18-6,117439-19-7
Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 13 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: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.03 h / 0 °C

10: borane-dimethyl sulfide complex / tetrahydrofuran / 2 h / Ambient temperature

11: pyridine, 4-(N,N-dimethylamino)pyridine / 12 h / 25 °C

12: Bu₃SnH, AIBN / toluene / 0.33 h / 90 °C

13: tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; tributyl-amine; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; borane tert-butylamine; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 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

: 117439-18-6,117439-19-7
Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 13 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: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.03 h / 0 °C

10: borane-dimethyl sulfide complex / tetrahydrofuran / 2 h / Ambient temperature

11: pyridine, 4-(N,N-dimethylamino)pyridine / 12 h / 25 °C

12: Bu₃SnH, AIBN / toluene / 0.33 h / 90 °C

13: tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; tributyl-amine; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; borane tert-butylamine; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00183a042

Reference yield:

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

: 117439-18-6,117439-19-7
Benzoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 74 percent / O₃ / CH₂Cl₂ / -78 °C

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

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

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

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

6: 86 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.2 h / 0 °C

7: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 30 min

8: 94 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph₃P)2 / dimethylformamide / 0.5 h / 70 °C

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

10: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.03 h / 0 °C

11: borane-dimethyl sulfide complex / tetrahydrofuran / 2 h / Ambient temperature

12: pyridine, 4-(N,N-dimethylamino)pyridine / 12 h / 25 °C

13: Bu₃SnH, AIBN / toluene / 0.33 h / 90 °C

14: tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; tributyl-amine; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; borane tert-butylamine; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; ozone; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00183a042