Tetrahydrofuran → HCID 59627246, 화합물

HRID 1523257

반응식

HRID 1523257 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]([CH2:18][CH2:19]/[C:20](=[N:27]/[S:28][C:29]([CH3:32])([CH3:31])[CH3:30])/[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH3:9])=[CH:4][CH:3]=1.[CH3:33][C:34](=[CH2:38])[CH2:35][Mg]Cl.C1C[O:42]CC1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]([N:10]([CH2:18][CH2:19][C:20]([NH:27][S@@:28]([C:29]([CH3:31])([CH3:30])[CH3:32])=[O:42])([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:35][C:34]([CH3:33])=[CH2:38])[C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:16])[CH3:15])[CH3:9])=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 87552777HCID 87552777, 화합물HCID 178448200HCID 178448200, 화합물

생성물 1

HCID 59627246HCID 59627246, 화합물수율 30%

실험 절차

To a solution of (S,Z)-tert-butyl 1-(4-bromophenyl)ethyl(3-(tert-butylthioimino)-3-phenylpropyl)carbamate (20 g, 0.037 mol) in THF (200 mL) was added (2-methylallyl)magnesium chloride (5.0 g, 0.044 mol) under nitrogen at −78° C. The mixture was stirred for 2 h. The reaction was quenched with satd aq NH4Cl. The organic phase was separated and concentrated to give crude tert-butyl(S)-1-(4-bromophenyl)ethyl(3-((R)-1,1-dimethylethylsulfinamido)-5-methyl-3-phenylhex-5-enyl)carbamate (6.5 g, 30%), which was purified by column chromatography.

후처리

  1. customThe reaction was quenched with satd aq NH4Cl
  2. customThe organic phase was separated
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-58740204a41a43a1912e0937c18ba912
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079861B2

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