Potassium Carbonate → Tert-butyl (3r)-1-{4-[(5s)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-2-oxo-3-pyrrolidinylcarbamate

HRID 41093

반응식

HRID 41093 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:27][C@H:26]([CH2:28][NH:29][C:30]([C:32]3[S:33][C:34]([Cl:37])=[CH:35][CH:36]=3)=[O:31])[O:25][C:24]2=[O:38])=[CH:19][CH:18]=1)=[O:15])[CH2:10][CH2:11]SC)=[O:7])([CH3:4])([CH3:3])[CH3:2].[I-].C[S+](C)C.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:37][C:34]1[S:33][C:32]([C:30]([NH:29][CH2:28][C@@H:26]2[O:25][C:24](=[O:38])[N:23]([C:20]3[CH:21]=[CH:22][C:17]([N:16]4[CH2:11][CH2:10][C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[C:14]4=[O:15])=[CH:18][CH:19]=3)[CH2:27]2)=[O:31])=[CH:36][CH:35]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 75127Trimethylsulfonium iodideHCID 58777723N2-(tert-butoxycarbonyl)-N1-{4-[(5S)-5-({[(5-chloro-2-thienyl) carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-D-methioninamide

생성물 1

HCID 57496678Tert-butyl (3r)-1-{4-[(5s)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-2-oxo-3-pyrrolidinylcarbamate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
80 °C

실험 절차

170 mg (0.292 mmol) of N2-(tert-butoxycarbonyl)-N1-{4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-D-methionineamide are dissolved in 2 ml of DMSO and admixed with 178.5 mg (0.875 mmol) of trimethylsulphonium iodide and 60.4 mg (0.437 mmol) of potassium carbonate, and the mixture is stirred at 80° C. for 3.5 hours. The mixture is then concentrated under high vacuum and the residue is washed with ethanol. 99 mg of the target compound remain.

후처리

  1. concentrationThe mixture is then concentrated under high vacuum
  2. washthe residue is washed with ethanol

출처 및 근거

ORD 기록
ord-3424eb0e1eba470992f6ab6dfff0a5e8
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530505B2

연결된 노트

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