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Di-tert-butyl dicarbonate → HCID 68671142, 화합물

HRID 2071034
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HRID 2071034 반응식
[N:1]([CH2:4][C:5]1[CH:10]=[C:9]([C:11]([CH3:13])=[CH2:12])[CH:8]=[C:7]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=1)=[N+]=[N-].[O:22](C(OC(C)(C)C)=O)[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=O>CCOC(C)=O.[Pd]>[CH2:15]([O:14][C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([CH:11]([CH3:13])[CH3:12])[CH:8]=1)[CH2:4][NH:1][C:23](=[O:22])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 90495Di-tert-butyl dicarbonateHCID 91315367HCID 91315367, 화합물

생성물 1

HCID 68671142HCID 68671142, 화합물수율 62%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 573 mg (1.97 mmol) of 1-(azidomethyl)-3-(benzyloxy)-5-(prop-1-en-2-yl)benzene, 0.5 mL of BOC2O, and 60.5 mg of 10% Pd/C in 10 mL of EtOAc was stirred at r.t. under H2 balloon for 11.5 h. The mixture was filtered through Celite and concentrated. Purification by flash silica gel chromatography (10% EtOAc/hexanes) provided 336 mg of tert-butyl 3-(benzyloxy)-5-isopropylbenzylcarbamate in 62% yield.

후처리

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated
  3. customPurification by flash silica gel chromatography (10% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-7e447c9ea0d740de8a619a2d6668baaa
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299267B2

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