1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69997310、化合物

HRID 1359803ノート

反応式

HRID 1359803 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 69997310HCID 69997310、化合物収率 79.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c1997ae870bb4fef9a9e8e9f3c88eff0
出典データセット
uspto-grants-2003_07
特許番号
US06599902B2

反応ノート

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