Benzyl Bromide → Phenylmethyl 6-[[(1,1-dimethylethoxy)carbonyl]amino]hexanoate

HRID 234490

반응식

HRID 234490 반응식
C1CCN2C(=NCCC2)CC1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:20]([O:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[O:26])([CH3:23])([CH3:22])[CH3:21]>C(Cl)Cl>[C:20]([O:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:34])=[O:26])([CH3:23])([CH3:21])[CH3:22]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 6376026-((tert-Butoxycarbonyl)amino)hexanoic acid

생성물 1

HCID 12160267Phenylmethyl 6-[[(1,1-dimethylethoxy)carbonyl]amino]hexanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.94 ml of DBU and then 1.54 ml of benzyl bromide are added at RT to a solution of 3 g of 6-(tert-butoxycarbonylamino)hexanoic acid in 60 ml of DCM and the mixture is stirred for 24 hours at RT. It is concentrated under vacuum, the residue is taken up with 100 ml of water and extracted with AcOEt, the organic phase is washed with a 5% solution of potassium carbonate, with a saturated solution of NaCl and with water and dried over sodium sulfate and the solvent is evaporated off under vacuum to give 2.8 g of the expected product, which is used as such.

후처리

  1. concentrationIt is concentrated under vacuum
  2. extractionextracted with AcOEt
  3. washthe organic phase is washed with a 5% solution of potassium carbonate, with a saturated solution of NaCl and with water
  4. dry with materialdried over sodium sulfate
  5. customthe solvent is evaporated off under vacuum

출처 및 근거

ORD 기록
ord-f9b768c700394298bbbed1554bf678e4
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05594023

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