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Sodium Cyanide → tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate

HRID 1386021
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반응식

HRID 1386021 반응식
CS(O[C@:6]1([CH3:18])[CH2:10][CH2:9][CH2:8][N:7]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])(=O)=O.[C-:19]#[N:20].[Na+]>CN(C=O)C>[C:19]([CH2:18][C@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])#[N:20]
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참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 86757172(R)-2-Methanesulfonyloxy-methyl-pyrrolidine-1-carboxylic acid, tert-butyl ester

생성물 1

HCID 10727173tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate수율 30%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

To a solution of (R)-2-methanesulfonyloxy-methyl-pyrrolidine-1-carboxylic acid, tert-butyl ester (D3) (90 g, 0.32 mol) in DMF (1200 ml) was added sodium cyanide (24 g, 0.49 mol). Heated to 60° C. overnight. Reaction mixture was concentrated and partitioned between water and ether. The organic phase was dried and concentrated to give the title compound (18 g, 30%) (M-Boc) 110.

후처리

  1. customReaction mixture
  2. concentrationwas concentrated
  3. custompartitioned between water and ether
  4. customThe organic phase was dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e9d3ce2b88874421a88b078b734a74b2
출처 데이터셋
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06265408B1

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