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

HRID 1258364ノート

反応式

HRID 1258364 の反応式
[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]

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-22cb68b5657c49529f87ffd97214730e
出典データセット
uspto-grants-2013_06
特許番号
US08466156B2

反応ノート

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