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Diethylamine → (5R)-5-((benzyloxy)amino)-3-(((tert-butyldimethylsilyl)oxy)methyl)-1,2,5,6-tetrahydropyridine-2-carboxamide

HRID 627186
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HRID 627186 반응식
C(NCC)C.[CH2:6]([O:13][NH:14][C@H:15]1[CH2:20][N:19](C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)[CH:18]([C:38](=[O:40])[NH2:39])[C:17]([CH2:41][O:42][Si:43]([C:46]([CH3:49])([CH3:48])[CH3:47])([CH3:45])[CH3:44])=[CH:16]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)Cl>[CH2:6]([O:13][NH:14][C@H:15]1[CH2:20][NH:19][CH:18]([C:38]([NH2:39])=[O:40])[C:17]([CH2:41][O:42][Si:43]([C:46]([CH3:49])([CH3:48])[CH3:47])([CH3:44])[CH3:45])=[CH:16]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8021DiethylamineHCID 89851827(5R)-(9H-fluoren-9-yl)methyl 5-((benzyloxy)amino)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-carbamoyl-5,6-dihydropyridine-1 (2H)-carboxylate2회

생성물 1

HCID 123580399(5R)-5-((benzyloxy)amino)-3-(((tert-butyldimethylsilyl)oxy)methyl)-1,2,5,6-tetrahydropyridine-2-carboxamide수율 91.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Diethylamine (0.824 mL, 7.89 mmol) was added to a solution of (5R)-(9H-fluoren-9-yl)methyl 5-((benzyloxy)amino)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-carbamoyl-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 162, 0.968 g, 1.58 mmol) in DCM (20 mL) and the resulting solution was allowed to stir at room temperature overnight. The volatiles were removed by evaporation and the residue was purified on silica gel (0-12%, MeOH/DCM, UV 220 nm) to afford the title compound (0.564 g, 91%) as a yellow film.

후처리

  1. customThe volatiles were removed by evaporation
  2. customthe residue was purified on silica gel (0-12%, MeOH/DCM, UV 220 nm)

출처 및 근거

ORD 기록
ord-71b6e8e6987448cb8ac490e4bfaeccf5
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309245B2

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