Diisopropylethylamine → 4-((S)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid butyl ester

HRID 1258364노트

반응식

HRID 1258364 반응식
[NH:1]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@H:2]([C:12]([OH:14])=O)[CH2:3][CH2:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].CCN=C=NC[CH2:31][CH2:32][N:33]([CH3:35])[CH3:34].Cl.C1C=[C:41]2[N:43]=NN(O)C2=CC=1.[OH2:47].CCN(C(C)C)C(C)C.C(Cl)Cl.[CH2:60]1[CH2:64][O:63][CH2:62][CH2:61]1>O.C(Cl)Cl>[CH2:62]([O:63][C:35]([N:33]1[CH2:32][CH2:31][N:43]([C:12](=[O:14])[C@@H:2]([NH:1][C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:3][CH2:4][C:5]([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])=[O:11])[CH2:41][CH2:34]1)=[O:47])[CH2:61][CH2:60][CH3:64]

참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 1074725-tert-Butyl N-((phenylmethoxy)carbonyl)-L-glutamateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 21919333Tetrahydrofurane dichloromethane

생성물 1

HCID 451403594-((S)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid butyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of Z-(L)Glu(OtBu)-OH (25.2 g) in DCM/THF (240 mL/60 mL) were added EDCI hydrochloride (17.2 g), HOBT hydrate (13.7 g) and DIPEA (28.2 mL). After stirring at RT for 5 min, intermediate 1.2 (20 g) was added. The mixture was stirred at RT overnight. DCM and water were added and the phases were separated. The org. phase was washed with 2M Na2CO3, with 1M NaHSO4 and with brine, was dried (Na2SO4) and evaporated off. Drying under HV gave the desired compound as an orange oil (40 g).

후처리

  1. stirringThe mixture was stirred at RT overnight
  2. customthe phases were separated
  3. washphase was washed with 2M Na2CO3, with 1M NaHSO4 and with brine
  4. dry with materialwas dried (Na2SO4)
  5. customevaporated off
  6. customDrying under HV

출처 및 근거

ORD 기록
ord-22cb68b5657c49529f87ffd97214730e
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466156B2

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