반응 #81467

ord-ec36e245e4bc42cbbd4e9cfcb89b3272

반응 방정식

CCB(CC)c1cccnc1
Diethyl(3-pyridyl)borane
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(I)=CC[C@@H]12
17-iodo-androsta-5,16-dien-3β-ol
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
→
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(c3cccnc3)=CC[C@@H]12
17-(3-Pyridyl)androsta-5,16-dien-3β-ol

반응물

CCB(CC)c1cccnc1
Diethyl(3-pyridyl)borane
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(I)=CC[C@@H]12
17-iodo-androsta-5,16-dien-3β-ol
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate

시약

[Cl][Pd][Cl].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1
bis(triphenylphosphine)palladium (II) chloride

용매

C1CCOC1
THF

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the mixture heated
  2. 2
    온도to cool

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05618807uspto-grants-1997_04