2-Dimethylaminopyridine → N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester

HRID 35436

반응식

HRID 35436 반응식
[C:1]([NH:11][C:12]([CH3:17])([CH3:16])[C:13]([OH:15])=[O:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].CN(C1C=CC=CN=1)C.[CH3:27][C:28]1([CH3:36])[CH2:32][CH2:31][C:30]([CH3:34])([CH3:33])[CH:29]1O>ClCCCl.C(Cl)Cl>[CH3:27][C:28]1([CH3:36])[CH2:32][CH2:31][C:30]([CH3:34])([CH3:33])[CH:29]1[O:14][C:13](=[O:15])[C:12]([NH:11][C:1]([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2])([CH3:17])[CH3:16]

참가 물질

6

반응물 3

HCID 218852-DimethylaminopyridineHCID 294936N-((Benzyloxy)carbonyl)-2-methylalanineHCID 5516962,2,5,5-Tetramethylcyclopentan-1-ol

생성물 1

HCID 54425997N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 2 g (0.008 mol) of N-Cbz-2-aminoisobutyric acid in dry Cl(CH2)2Cl containing 1.9 g dicyclohexylcarbodiimide and 0.1 g dimethylaminopyridine (DMAP), all at 0° C., is added, via an addition funnel, 1.3 g of 2,2,5,5-tetramethylcyclopentanol dissolved in CH2Cl2. After stirring for 4 days, the mixture is filtered, and the filtrate is washed with 5% HCl (1×50 ml), saturated NaHCO3 (1×50 ml), and water (1×50 ml). The organic layer is separated, dried over MgSO4 and evaporated to yield N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester.

후처리

  1. filtrationthe mixture is filtered
  2. washthe filtrate is washed with 5% HCl (1×50 ml), saturated NaHCO3 (1×50 ml), and water (1×50 ml)
  3. customThe organic layer is separated
  4. dry with materialdried over MgSO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-cbd23d7e09b84a9e80b24b274a0922b5
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766246

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