1,8-Diazabicyclo(5.4.0)undec-7-ene → (5-Azidomethyl-furan-2-ylmethyl)-carbamic Acid Tert-Butyl Ester

HRID 34105노트

반응식

HRID 34105 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[O:10][C:11]([CH2:14]O)=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].N12CCCN=C1CCCCC2.C1(P([N:42]=[N+:43]=[N-:44])(C2C=CC=CC=2)=O)C=CC=CC=1>C1(C)C=CC=CC=1>[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[O:10][C:11]([CH2:14][N:42]=[N+:43]=[N-:44])=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 60034672tert-butyl N-{[5-(hydroxymethyl)furan-2-yl]methyl}carbamate

생성물 1

HCID 60053847(5-Azidomethyl-furan-2-ylmethyl)-carbamic Acid Tert-Butyl Ester수율 80.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

99.4 mg of (5-hydroxymethyl-furan-2-ylmethyl)-carbamic acid tert-butyl ester was added to 4.5 mL of toluene, added successively with 83.7 mg of 1,8-diazabicyclo[5,4,0]undec-7-ene and 151.6 mg of diphenylphosphoryl azide, and stirred at room temperature under nitrogen atmosphere for 1 hour and 45 minutes. Then the solvent was evaporated, followed by purification and separation by silica gel column chromatography, to afford 88.6 mg of the title compound as a colorless oil.

후처리

  1. customThen the solvent was evaporated
  2. customfollowed by purification and separation by silica gel column chromatography

출처 및 근거

ORD 기록
ord-c19f5c57d04244d78f3d083d4436c690
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429609B2

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