تفاعل #81467

ord-ec36e245e4bc42cbbd4e9cfcb89b3272

معادلة التفاعل

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

المتفاعلات

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

الكواشف

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

المذيبات

C1CCOC1
THF

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture heated
  2. 2
    درجة الحرارةto cool

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05618807uspto-grants-1997_04