1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69995760、化合物

HRID 1359697

反応式

HRID 1359697 の反応式
[C:1]([N:11]1[CH2:18][CH2:17][CH2:16][C@@H:12]1[C:13]([OH:15])=O)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].CCN=C=N[CH2:24][CH2:25][CH2:26][N:27](C)C.C1C=CC2N(O)N=NC=2C=1.C1(N)CC1.C(=O)(O)[O-].[Na+]>CN(C=O)C.[Cl-].[Na+].O.C(N(CC)CC)C>[CH2:4]([O:3][C:1]([N:11]1[CH2:18][CH2:17][CH2:16][C@@H:12]1[C:13](=[O:15])[NH:27][CH:26]1[CH2:24][CH2:25]1)=[O:2])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

参加物

9

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 1112081-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylateHCID 516892Sodium Bicarbonate

生成物 1

HCID 69995760HCID 69995760、化合物収率 92.5%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

To a mixture of (+)-carbobenzyloxy-D-proline (1.5 g, 6 mmol), EDAC (2.3 g, 2 eq.), HOBt (0.8 g, 2 eq.) in DMF (20 mL) was added triethylamine (1.5 mL) and cyclopropylamine (0.8 mL, 2 eq.). After stirring at RT for 18 h, the reaction was basified with sodium bicarbonate, poured to brine, and followed by extraction with dichloromethane. After concentration of the combined extracts, the residue was purified on a silica gel column eluting with 100% EtOAc to give 1.6 g (92%) of (R)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester.

後処理

  1. extractionfollowed by extraction with dichloromethane
  2. customAfter concentration of the combined extracts, the residue was purified on a silica gel column
  3. washeluting with 100% EtOAc

出典と根拠

ORDレコード
ord-763ffc04425e4213bbe1c3d5288b54ec
出典データセット
uspto-grants-2003_07
特許番号
US06599902B2

関連ノート

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