1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69995760, 화합물

HRID 1359697

반응식

HRID 1359697 반응식
[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

참가 물질

9

반응물 5

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

생성물 1

HCID 69995760HCID 69995760, 화합물수율 92.5%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-763ffc04425e4213bbe1c3d5288b54ec
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599902B2

연결된 노트

불러오는 중…