(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Base Information

Chemical Name:(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one
CAS No.:120292-98-0
Molecular Formula:C₂₈H₄₁NO₃
Molecular Weight:439.638
Hs Code.:

(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Synonyms:

Suppliers and Price of (3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

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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 (3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Chemical Property:

Purity/Quality:

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Technology Process of (3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

There total 11 articles about (3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one 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:

: 120173-97-9
5α-(tert-butyldimethylsiloxy)-8-methyl-3,5-seco-A,18-dinor-8α,9β,10α-androsta-2,13-dien-15-one

: 120292-98-0
(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) lithium, water, 2.) HMPA / 1.) THF, ammonia, -78 deg C, 10 min, 2.) 30 min

2: 1.) disiamylborane, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) THF, 1 h, 2.) 0.5 h

3: 85 percent / chromium trioxide, pyridine / CH₂Cl₂ / 1 h

4: 1.) n-butyllithium / 1.) THF, 0 deg C, 15 min, 2.) 15 min

5: 95 percent / 49percent aq. HF / acetonitrile / 1 h

6: 1.) m-chloroperbenzoic acid, 2.) p-toluenesulfonic acid / 1.) methylene chloride, 1.5 h, 2.) 30 min

7: 1.) CrO₃*2Pyr, 2.) K₂CO₃ / 1.) methylene chloride, 1 h, 2.) 2 h

8: 90 percent / tetrahydrofuran / 0.17 h / 0 °C

9: 1.) lithium diisopropylamide (LDA), 2.) hexamethylphosphoramide (HMPA) / 1.) THF, 0 deg C, 10 min, 2.) 15 min

10: 1.) tert-butyl hypochlorite / 1.) methylene chloride, -78 deg C, 15 min, 2.) 1.5 h

11: Raney nickel / ethanol / 0.25 h

With pyridine; chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; tert-butylhypochlorite; hydrogen fluoride; water; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; lithium; dipyridine chromium trioxide; nickel; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00275a035

Reference yield:

: 120174-22-3,120174-23-4,120292-96-8,120292-97-9
(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-16-methylsulfanyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

: 120292-98-0
(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Guidance literature:: With nickel; In ethanol; for 0.25h; Yield given;
DOI:10.1021/jo00275a035

Reference yield:

: 95217-58-6,95248-90-1,120174-26-7,120174-34-7
5α-hydroxy-4,8,14-trimethyl-4,5-seco-18-nor-8α,9β,13α,14α-androst-3-en-15-one

: 120292-98-0
(3S,5S,8S,9R,10S,13S,14R)-16-(2-Amino-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-8,10,14-trimethyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-15-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) m-chloroperbenzoic acid, 2.) p-toluenesulfonic acid / 1.) methylene chloride, 1.5 h, 2.) 30 min

2: 1.) CrO₃*2Pyr, 2.) K₂CO₃ / 1.) methylene chloride, 1 h, 2.) 2 h

3: 90 percent / tetrahydrofuran / 0.17 h / 0 °C

4: 1.) lithium diisopropylamide (LDA), 2.) hexamethylphosphoramide (HMPA) / 1.) THF, 0 deg C, 10 min, 2.) 15 min

5: 1.) tert-butyl hypochlorite / 1.) methylene chloride, -78 deg C, 15 min, 2.) 1.5 h

6: Raney nickel / ethanol / 0.25 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; tert-butylhypochlorite; dipyridine chromium trioxide; nickel; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol;
DOI:10.1021/jo00275a035