(S)-3-(tert-butyldimethylsilanyloxy)-1-(2-fluorophenyl)propylamine → HCID 178431686, 화합물

HRID 339888노트

반응식

HRID 339888 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:20])[C:13]([CH3:15])([CH3:14])[O:12][C:11](OC)=[N:10][S:9]2(=[O:19])=[O:18])=[CH:4][CH:3]=1.[Si:21]([O:28][CH2:29][CH2:30][C@H:31]([NH2:39])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[F:38])([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:20])[C:13]([CH3:15])([CH3:14])[O:12][C:11]([NH:39][C@H:31]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[F:38])[CH2:30][CH2:29][O:28][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:22])[CH3:23])=[N:10][S:9]2(=[O:18])=[O:19])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 68292582(S)-3-(tert-butyldimethylsilanyloxy)-1-(2-fluorophenyl)propylamineHCID 683592305-(4-Bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

생성물 1

HCID 178431686HCID 178431686, 화합물수율 95.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 70 mg of 5-(4-bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide and 66 mg of (S)-3-(tert-butyldimethylsilanyloxy)-1-(2-fluorophenyl)propylamine in 1 ml of methylene chloride was stirred under a gentle argon stream, such that the solvent evaporated gradually. After stirring at room temperature overnight, the residue was dissolved in 20 ml of dichloromethane and extracted with 10 ml of 0.5 N aqueous hydrochloric acid and 10 ml of water. The organic phase was dried using a phase separator cartridge (Chromabond® PTS), concentrated by rotary evaporation and dried under high vacuum. This gave the product (113 mg) with a molecular weight of 613.7 g/mol (C27H38BrFN2O4SSi); MS (ESI): m/e=614 (M+H+).

후처리

  1. customevaporated gradually
  2. dissolutionthe residue was dissolved in 20 ml of dichloromethane
  3. extractionextracted with 10 ml of 0.5 N aqueous hydrochloric acid and 10 ml of water
  4. customThe organic phase was dried
  5. concentrationconcentrated by rotary evaporation
  6. customdried under high vacuum

출처 및 근거

ORD 기록
ord-61f70af82755484388efcd466590957a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895547B2

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