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Dibutyl sulfoxide → HCID 178455551, 화합물

HRID 272254
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HRID 272254 반응식
[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][C@@H:15]2[CH2:17][O:16]2)=[CH:11][C:10]=1[S:20]([CH2:22][CH2:23][CH2:24][CH3:25])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(S(CCCC)=O)CCC.S(C1C=CC([N+]([O-])=O)=CC=1)(OC[C@H]1OC1)(=O)=O.Cl.[NH2:54][C@H:55]1[CH2:60][CH2:59][C@H:58]([C:61]2[CH:75]=[CH:74][C:64]([O:65][C:66]([CH3:73])([CH3:72])[C:67]([O:69][CH2:70][CH3:71])=[O:68])=[CH:63][CH:62]=2)[CH2:57][CH2:56]1>C(O)C.CO>[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][C@@H:15]([OH:16])[CH2:17][NH:54][C@H:55]2[CH2:60][CH2:59][C@H:58]([C:61]3[CH:62]=[CH:63][C:64]([O:65][C:66]([CH3:72])([CH3:73])[C:67]([O:69][CH2:70][CH3:71])=[O:68])=[CH:74][CH:75]=3)[CH2:57][CH2:56]2)=[CH:11][C:10]=1[S:20]([CH2:22][CH2:23][CH2:24][CH3:25])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 16568Dibutyl sulfoxideHCID 10868995(S)-(+)-Glycidyl-4-nitrobenzoateHCID 86604960(2S)-2-{[4-(benzyloxy)-3-(butylsulfinyl)phenoxy]methyl}oxiraneHCID 178471700HCID 178471700, 화합물

생성물 1

HCID 178455551HCID 178455551, 화합물

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 887Methanol용매

실험 절차

A mixture of 0.742 g of (2S)-2-{[4-(benzyloxy)-3-(butylsulfinyl)phenoxy]methyl}oxirane (obtained by analogy with the method disclosed in WO 99/65895 but starting from the butyl sulfoxide instead of the methyl sulfoxide and using (S)-(+)-glycidyl nosylate; [α]D=+1.9 (c=1%, MeOH)) (2.06 mmol) and of 0.666 g of ethyl trans-2-[4-(4-aminocyclohexyl)phenoxy]-2,2-dimethylacetate hydrochloride (2.18 mmol) in ethanol (25 ml) is heated to reflux overnight. The solvent is evaporated under reduced pressure and the product obtained is purified by flash chromatography, elution being carried out with a methylene chloride/methanol/aqueous ammonia (95/5/0.5) mixture. The title product is obtained in the form of a yellow oil (0.730 g, 53%).

후처리

  1. customobtained by analogy with the method
  2. temperatureto reflux overnight
  3. customThe solvent is evaporated under reduced pressure
  4. customthe product obtained
  5. customis purified by flash chromatography, elution

출처 및 근거

ORD 기록
ord-0d6e40d8134f4804b9f665861cbf64a5
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07453010B2

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