Diisopropylethylamine → {[2-(Tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl ester

HRID 604328

반응식

HRID 604328 반응식
C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:12]([O:19][C:20](=[O:24])[CH2:21][NH:22][CH3:23])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:25]([O:29][C:30]([NH:32][CH2:33][CH2:34]Br)=[O:31])([CH3:28])([CH3:27])[CH3:26].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH2:12]([O:19][C:20](=[O:24])[CH2:21][N:22]([CH2:34][CH2:33][NH:32][C:30]([O:29][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:31])[CH3:23])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 122108994-Methylbenzene-1-sulfonic acid--benzyl N-methylglycinate (1/1)

생성물 1

HCID 59650730{[2-(Tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl ester수율 38.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

500 mg (1.42 mmol) of sarcosine benzyl ester p-toluenesulfonate, 478 mg (2.13 mmol) of 2-(tert-butoxycarbonylamino)-ethyl bromide, and 0.25 mL (2.13 mmol) of diisopropyl-ethylamine were dissolved in methylene chloride (10 mL), and then stirred at room temperature for approximately three days. After completion of the reaction, the reaction solution was concentrated and the residue obtained was purified by silica gel column chromatography (ethyl acetate) to yield 175 mg (38%) of {[2-(tert-butoxycarbonylamino)-ethyl]-methyl-amino}-acetic acid benzyl ester as a colorless viscous oil.

후처리

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution was concentrated
  3. customthe residue obtained
  4. customwas purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-d740dd80941b4c5092ccb95169bfac92
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910593B2

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