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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Methanol → 4-amino-1-((2R,3S,4S,5R)-5-(difluoromethyl)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

HRID 2205188
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HRID 2205188 반응식
B(Cl)(Cl)Cl.[NH2:5][C:6]1[CH:11]=[CH:10][N:9]([C@H:12]2[C@@H:16]([OH:17])[C@H:15]([O:18]CC3C=CC=CC=3)[C@:14]([CH2:29][O:30]CC3C=CC=CC=3)([CH:26]([F:28])[F:27])[O:13]2)[C:8](=[O:38])[N:7]=1.N1C=CC=CC=1.CO>ClCCl>[NH2:5][C:6]1[CH:11]=[CH:10][N:9]([C@H:12]2[C@@H:16]([OH:17])[C@H:15]([OH:18])[C@@:14]([CH:26]([F:28])[F:27])([CH2:29][OH:30])[O:13]2)[C:8](=[O:38])[N:7]=1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 1049PyridineHCID 25135Boron TrichlorideHCID 1182943934-amino-1-((2R,3S,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-(difluoromethyl)-3-hydroxy-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

생성물 1

HCID 1182941754-amino-1-((2R,3S,4S,5R)-5-(difluoromethyl)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one수율 47.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-78 °C

실험 절차

BCl3 (3.7 mL, 3.7 mmol) was added to a solution of compound 37 (0.175 g, 0.37 mmol) in dichloromethane (10 mL) cooled to −78° C. The reaction was stirred at −78° C. for 3 h, then warmed to 25° C. and stirred for a further 12 h. The reaction mixture was cooled to 0° C. and then pyridine was added into the mixture, followed by methanol. The reaction mixture was evaporated to dryness under reduced pressure. Purification by prep-HPLC afforded the product 38 (0.052 g, 41%) as a white solid. LC-MS (M+H)+=294.1

후처리

  1. temperaturewarmed to 25° C.
  2. stirringstirred for a further 12 h
  3. temperatureThe reaction mixture was cooled to 0° C.
  4. customThe reaction mixture was evaporated to dryness under reduced pressure
  5. customPurification

출처 및 근거

ORD 기록
ord-ab6c6fc879d04e28bfe29fc09607fd24
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09370569B2

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