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Triethylamine → tert-butyl (2R)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

HRID 844255
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HRID 844255 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([N:13]1[CH2:17][CH2:16][CH2:15][C@@H:14]1[CH2:18][OH:19])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([O:19][CH2:18][C@H:14]1[CH2:15][CH2:16][CH2:17][N:13]1[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])(=[O:4])=[O:3]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 688279N-(tert-Butoxycarbonyl)-D-prolinol

생성물 1

HCID 13008759tert-butyl (2R)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methanesulfonyl chloride (0.06 mL, 0.77 mmol) was added to a solution of (R)-N-Boc-pyrrolidine-2-methanol (125.3 mg, 0.62 mmol) and triethylamine (0.22 mL, 1.6 mmol) in dichloromethane at 0° C. under argon. After stirring for 1 h, the reaction mixture was partitioned between dichloromethane (50 mL) and sodium hydrogen sulfate (15 mL). The organic layer was sequentially washed with water (15 mL) and brine (15 mL), dried over anhydrous sodium sulfate and the solvent was removed in vacuo to yield (R)-N-Boc-pyrrolidine-2-methanol methanesulfonate, which was used crude.

후처리

  1. customthe reaction mixture was partitioned between dichloromethane (50 mL) and sodium hydrogen sulfate (15 mL)
  2. washThe organic layer was sequentially washed with water (15 mL) and brine (15 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-44a4dd90380b46fe9dfcf308ca52e882
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06380242B1

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