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Piperidine → A 410099.1, amine-Boc

HRID 1481915
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HRID 1481915 반응식
C1C2C(COC(=O)[NH:17][C@H:18]3[CH2:22][C@@H:21]([C:23](=[O:35])[NH:24][C@H:25]4[C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[CH2:28][CH2:27][CH2:26]4)[N:20]([C:36](=[O:58])[C@@H:37]([NH:44][C:45](=[O:57])[C@@H:46]([N:48]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH3:49])[CH3:47])[CH:38]4[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]4)[CH2:19]3)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CN(C=O)C>[C:53]([O:52][C:50](=[O:51])[N:48]([C@H:46]([C:45](=[O:57])[NH:44][C@@H:37]([CH:38]1[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]1)[C:36]([N:20]1[CH2:19][C@@H:18]([NH2:17])[CH2:22][C@H:21]1[C:23](=[O:35])[NH:24][C@H:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:28][CH2:27][CH2:26]1)=[O:58])[CH3:47])[CH3:49])([CH3:54])([CH3:55])[CH3:56]
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참가 물질

4

반응물 2

HCID 8082PiperidineHCID 90220982{(3S,5S)-1-{(S)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester2회

생성물 1

HCID 90221030A 410099.1, amine-Boc수율 78.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

{(3S,5S)-1-{(S)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester (Intermediate 25) (100 mg, 124 μM) was dissolved in DMF (0.9 mL) at room temperature and piperidine (0.1 mL) was added. The mixture was stirred at room temperature for 30 minutes, concentrated and the residue purified by chromatography over silica gel to give the title compound as white foam (56.7 mg, 78%). LC-MS: 585 (M+H).

후처리

  1. concentrationconcentrated
  2. customthe residue purified by chromatography over silica gel

출처 및 근거

ORD 기록
ord-4888481ace334aa7aead122dc6d5bdde
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409888B2

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