(R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylate → tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate

HRID 1825108

반응식

HRID 1825108 반응식
[C:1]([O:5][C:6]([N:8]([CH3:24])[C@@H:9]1[CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[CH3:24][N:8]([C@@H:9]1[CH2:13][CH2:12][NH:11][CH2:10]1)[C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 58940619(R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylate

생성물 1

HCID 7019173tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

To a stirred solution of benzyl (3R)-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine-1-carboxylate 34a (1.5 g, 5.17 mmole) in MeOH (10 ml) was added Pd(OH)2 on carbon (150 mg). The reaction mixture was under 1 atmosphere of H2 overnight, filtered through celite and concentrated, in vacuo. The residue obtained was used directly in the subsequent reaction without any further purification, vide infra. 1H NMR (300 MHz, CD3OD) δ 4.47 (1H, m), 3.20 (1H, m), 2.91 (2H, m), 2.76 (1H, m), 2.69 (3H, s), 1.89 (1H, m), 1.68 (1H, m), 1.35 (9H, s).

후처리

  1. customwas under 1 atmosphere of H2 overnight
  2. filtrationfiltered through celite and
  3. concentrationconcentrated, in vacuo
  4. customThe residue obtained
  5. customwas used directly in the subsequent reaction without any further purification, vide infra

출처 및 근거

ORD 기록
ord-312becc83058448da66cc5bd2cd9b9a2
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045528B2

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