Dicyclohexylcarbodiimide → HCID 67924115, 화합물

HRID 345163

반응식

HRID 345163 반응식
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][C:11](OCC)=[O:12])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[S:4][C@H:3]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[CH2:26]1[CH:31]([C:32]([OH:34])=O)[CH2:30][C:28](=[O:29])[CH2:27]1.O[N:36]1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[C@@H:31]1([C:32]([NH:1][C@@H:2]2[C:8](=[O:9])[N:7]([CH2:10][C:11]([NH2:36])=[O:12])[C:6]3[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=3[S:4][C@H:3]2[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:34])[CH2:26][CH2:27][C:28](=[O:29])[CH2:30]1

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 2277983-Oxocyclopentanecarboxylic acidHCID 14648534HCID 14648534, 화합물

생성물 1

HCID 67924115HCID 67924115, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 10 ml of dry dimethylformamide of 511 mg of ethyl 3(R)-amino-4-oxo-2(S)-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate, 200 mg of 3-cyclopentanone-1(R)-carboxylic acid which is prepared according to the known procedure and 322 mg of 1-hydroxybenzotriazole is added 322 mg of dicyclohexylcarbodiimide. After allowing to stand overnight, the precipitated dicyclohexylurea is filtered off. The dimethylformamide was distilled off under reduced pressure, and to the residue is added chloroform. After washing with an aqueous solution of sodium chloride and drying over magnesium sulfate, the solvent is distilled off. The residue is subjected to column chromatography on silica gel and crystallized from benzene to give 540 ml of 3(R)-[3-cyclopentanone-1(R)-carboxamido]-4-oxo-2(S)-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide, m.p.=135°- 150° C.

후처리

  1. filtrationthe precipitated dicyclohexylurea is filtered off
  2. distillationThe dimethylformamide was distilled off under reduced pressure
  3. additionto the residue is added chloroform
  4. washAfter washing with an aqueous solution of sodium chloride
  5. dry with materialdrying over magnesium sulfate
  6. distillationthe solvent is distilled off
  7. customcrystallized from benzene

출처 및 근거

ORD 기록
ord-dd6ac23e2d124db0b2453634674fe2e4
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055464

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