Реакция #70353

ord-dde115fecb644e73af38d9a0dea562a7

Уравнение реакции

C[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=O)CC12
6α-methylandrostane-3,17-dione
Cl.Cl.NO[C@@H]1CCNC1
3-(R)-pyrrolidinyloxyamine dihydrochloride
→
C[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=NO[C@@H]3CCNC3)CC12.Cl
title compound
Выход 70.0%
C[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=NO[C@@H]3CCNC3)CC12.Cl
3-[3-(R)-Pyrrolidinyl]oxyimino-6α-methylandrostane-17-one hydrochloride
Выход 70.0%

Реактанты

C[C@H]1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=O)CC12
6α-methylandrostane-3,17-dione
Cl.Cl.NO[C@@H]1CCNC1
3-(R)-pyrrolidinyloxyamine dihydrochloride
—
crude product

Реагенты

Нет

Растворители

O
H2O

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеPrepared in 70% yield
  2. 2
    Другоеfreeze-dried

Методика

Prepared in 70% yield as described in Example 1 starting from 6α-methylandrostane-3,17-dione (II-ai, Prepn. 19) and 3-(R)-pyrrolidinyloxyamine dihydrochloride (III-e, Prepn. 5). The crude product was dissolved in H2O and freeze-dried to give the title compound I-ax. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 9.03 (2H, bb), 4.73 (1H, m), 3.30-3.02 (5H, m), 2.45-0.56 (22H, m), 0.87 (3H, m), 0.84 (3H, s), 0.78 (3H, s).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08536160B2uspto-grants-2013_09