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Diethylamine → tert-butyl N-{(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}-L-phenylalaninate

HRID 2282867
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HRID 2282867 반응식
C1C2C(COC([N:18]3[CH2:22][CH2:21][CH2:20][C@H:19]3[C@H:23]([O:44][CH3:45])[C@@H:24]([CH3:43])[C:25]([NH:27][C@H:28]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:26])=O)C3C(=CC=CC=3)C=2C=CC=1.C(NCC)C>ClCCl>[CH3:45][O:44][C@@H:23]([C@@H:19]1[CH2:20][CH2:21][CH2:22][NH:18]1)[C@@H:24]([CH3:43])[C:25]([NH:27][C@H:28]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)=[O:26]
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참가 물질

4

반응물 2

HCID 8021Diethylamine2회HCID 86762712tert-butyl N-[(2R,3R)-3-{(2S)-1[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidin-2-yl}-3-methoxy-2-methylpropanoyl]-L-phenylalaninate

생성물 1

HCID 86685746tert-butyl N-{(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}-L-phenylalaninate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirring solution of #120 (2.87 g, 4.68 mmol, 1.00 eq.) in 20 mL of dichloromethane, diethylamine (10 mL, 95 mM, 20.5 eq.) was added. The reaction was allowed to stir at room temperature for 2 hours. Another (10 mL, 95 mmol, 20.5 eq.) of diethylamine was added and the reaction was allowed to stir at room temperature for 3 more hours. Reaction was concentrated in vacuo and placed underneath high vacuum producing #121 (1.8 g, quant.) yellow white oil solid mix. LC-MS (Protocol Q): m/z 391.1 [M+H+] retention time=1.05 minutes.

후처리

  1. stirringto stir at room temperature for 3 more hours
  2. customReaction
  3. concentrationwas concentrated in vacuo
  4. customproducing #121 (1.8 g, quant.) yellow white oil solid
  5. additionmix

출처 및 근거

ORD 기록
ord-ef004bb3d61e4c67b0951759cc1d29da
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09138486B2

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