Sodium Carbonate → Abiraterone

HRID 1451372

반응식

HRID 1451372 반응식
C(B(CC)[C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)C.I[C:13]1[C@:14]2([CH2:31][CH2:30][C@H:29]3[C@@H:19]([CH2:20][CH:21]=[C:22]4[C@:27]3([CH3:28])[CH2:26][CH2:25][C@H:24]([OH:32])[CH2:23]4)[C@@H:16]2[CH2:17][CH:18]=1)[CH3:15].C(=O)([O-])[O-].[Na+].[Na+]>C1COCC1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[N:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:13]2[C@:14]3([CH2:31][CH2:30][C@H:29]4[C@@H:19]([CH2:20][CH:21]=[C:22]5[C@:27]4([CH3:28])[CH2:26][CH2:25][C@H:24]([OH:32])[CH2:23]5)[C@@H:16]3[CH2:17][CH:18]=2)[CH3:15])[CH:5]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 6428513-(Diethylboryl)pyridineHCID 11069352(3S,8R,9S,10R,13S,14S)-17-iodo-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta(a)phenanthren-3-ol

생성물 1

HCID 132971Abiraterone

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

Diethyl(3-pyridyl)borane (3.23 g, 22 mmol) from Aldrich Chemical Co. Ltd. was added to a stirred solution of 17-iodo-androsta-5,16-dien-3β-ol (7.96 g, 20 mmol) in THF (120 ml) containing bis(triphenylphosphine)palladium (II) chloride (140 mg, 0.2 mmol). An aqueous solution of sodium carbonate (2M, 50 ml) was then added and the mixture heated, with stirring, by an oil bath at 80° C. for 48 h, and allowed to cool.

후처리

  1. temperaturethe mixture heated
  2. temperatureto cool

출처 및 근거

ORD 기록
ord-5029af42076341ff9378a6e5e5514c99
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05604213

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