Diisopropylethylamine → HCID 51968676、化合物

HRID 2063474ノート

反応式

HRID 2063474 の反応式
[C:1]([N:8]1[CH2:15][CH2:14][CH2:13][C@@H:9]1[C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cl:16][C:17]1[CH:25]=[CH:24][C:20]([C@@H:21]([NH2:23])[CH3:22])=[CH:19][CH:18]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.CCOC(C)=O>[Cl:16][C:17]1[CH:25]=[CH:24][C:20]([C@@H:21]([NH:23][C:10]([C@H:9]2[CH2:13][CH2:14][CH2:15][N:8]2[C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])=[O:12])[CH3:22])=[CH:19][CH:18]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 688022(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 1550852(S)-(-)-1-(4-chlorophenyl)ethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 51968676HCID 51968676、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Boc-D-Proline (4.3 g, 20 mmol) was dissolved in DMF (100 ml). Then (S)-4-Chloro-α-methybenzylamine (3 ml, 22 mmol) and HBTU (7.58 g, 20 mmol), DIEA (6.96 ml, 40 mmol) were added while stirring. The reaction mixture was stirred overnight. The reaction mixture was diluted with EtOAc (100 ml), washed with 1N HCl (2×50 ml), sat. aq. NaHCO3 (2×50 ml) and brine, dried over Na2SO4, and concentrated in vacuo. The crude desired product as a white solid (6 g, 85.7%) directly used for next step.

後処理

  1. stirringThe reaction mixture was stirred overnight
  2. washwashed with 1N HCl (2×50 ml), sat. aq. NaHCO3 (2×50 ml) and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-feb2f1caed594f49b8009c4e6e998c89
出典データセット
uspto-grants-2012_10
特許番号
US08288371B2

反応ノート

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