4-Methylmorpholine → HCID 69461827, 화합물

HRID 1070902

반응식

HRID 1070902 반응식
[C:1]1(=O)[O:8][C:6](=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH2:11]([O:18][C:19](=[O:25])[C@H:20]1[CH2:24][CH2:23][CH2:22][NH:21]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CN1CCOCC1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[CH2:55]([O:57][C:58](=[O:64])[C@H:59]1[CH2:63][CH2:62][CH2:61][NH:60]1)[CH3:56]>ClCCl>[CH2:11]([O:18][C:19]([C@H:20]1[CH2:24][CH2:23][CH2:22][N:21]1[C:1](=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([N:60]1[CH2:61][CH2:62][CH2:63][C@@H:59]1[C:58]([O:57][CH2:55][CH3:56])=[O:64])=[O:7])=[O:25])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

참가 물질

8

반응물 6

HCID 79724-Methylmorpholine2회HCID 757711-HydroxybenzotriazoleHCID 567658Adipic anhydrideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 11499235ethyl (2R)-pyrrolidine-2-carboxylateHCID 22827650benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride

생성물 1

HCID 69461827HCID 69461827, 화합물수율 12%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 403 mg (3.15 mmol) adipic acid anhydride, 604 mg (2.5 mmol) D-proline-benzyl-ester hydrochloride and 274 ml (2.5 mmol) N-methyl-morpholin in 10 ml dichloromethane was stirred at room temperature for 1 hour. Then 0.5 g polymer bound primary amine (2 meq/g) were added and stirring was continued for 1 hour. After filtration 823 ml (7.5 mmol) N-methyl-morpholin, 338 mg (2.5 mmol) 1-hydroxybenzotriazole, 479 mg (2.5 mmol) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 450 mg (2.5 mmol) D-proline-ethyl-ester were added and the mixture was stirred for another 48 hours. Removal of the solvent and chromatography on silicagel with ethylacetate gave 135 mg (12%) (R)-1-[6-[(R)-2-ethoxycarbonyl-pyrrolidin-1-yl]-6-oxo-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester as a light yellow oil, MS m/e (%): 459 (M+H+, 100).

후처리

  1. stirringstirring
  2. waitwas continued for 1 hour
  3. additionwere added
  4. stirringthe mixture was stirred for another 48 hours
  5. customRemoval of the solvent and chromatography on silicagel with ethylacetate

출처 및 근거

ORD 기록
ord-8d50e5e5641646f6a8f52f2bf6bf9d2f
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903129B2

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