1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69997310, 화합물

HRID 1359803노트

반응식

HRID 1359803 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([OH:13])[C@H:9]1[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].CCN=C=N[CH2:22][CH2:23][CH2:24][N:25](C)C.C1C=CC2N(O)N=NC=2C=1.C1(N)CC1>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([OH:13])[C@H:9]1[C:14](=[O:16])[NH:25][CH:24]1[CH2:22][CH2:23]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 14037017(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

생성물 1

HCID 69997310HCID 69997310, 화합물수율 79.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of (2S,3S)-3-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (6 g), EDAC (6 g, 1.2 eq.), HOBt (4.2 g, 1.2 eq.), TEA (9 mL, 2.5 eq.) and cyclopropylamine (2.2 mL, 1.2 eq.) in DMF (30 mL) was stirred at rt for over the weekend. The insolubles were filtered off, the filtrate was concentrated, redissolved in ethyl acetate, washed with sodium bicarbonate and brine, dried and concentrated to give 5.6 g of (2S,3S)-2-cyclopropylcarbamoyl-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester as a white solid.

후처리

  1. filtrationThe insolubles were filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionredissolved in ethyl acetate
  4. washwashed with sodium bicarbonate and brine
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c1997ae870bb4fef9a9e8e9f3c88eff0
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599902B2

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