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Propargyl alcohol → HCID 178458754, 화합물

HRID 2089047
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HRID 2089047 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:11][CH2:10]2)[CH:5]=[C:4]([C:23]2[C:31]3[C:26](=[N:27][CH:28]=[C:29]([OH:32])[CH:30]=3)[N:25]([S:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)(=[O:35])=[O:34])[CH:24]=2)[CH:3]=1.[CH2:42](O)[C:43]#[CH:44].N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.CCOC(C)=O.ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:11][CH2:10]2)[CH:5]=[C:4]([C:23]2[C:31]3[C:26](=[N:27][CH:28]=[C:29]([O:32][CH2:44][C:43]#[CH:42])[CH:30]=3)[N:25]([S:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)(=[O:35])=[O:34])[CH:24]=2)[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 7859Propargyl alcoholHCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 178453994HCID 178453994, 화합물

생성물 1

HCID 178458754HCID 178458754, 화합물수율 70.4%

시약·촉매·용매 3

HCID 6344
Dichloromethane
용매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

실험 절차

A mixture of Example 224a (0.075 g, 0.125 mmol), propargyl alcohol (0.018 mL, 0.313 mmol), di-tert-butyl azodicarboxylate (0.072 g, 0.313 mmol), and triphenylphosphine (3 mmol/1 g)-polymer supported (0.105 g, 0.4 mmol) in THF (3.0 mL) was stirred at room temperature overnight. The reaction mixture was diluted with EtOAc and dichloromethane, filtered through celite, concentrated and purified on 12 g column, using Analogix System, eluted with 0-30% EtOAc in hexanes to give 56.0 mg (70%) of the title compound.

후처리

  1. filtrationfiltered through celite,
  2. concentrationconcentrated
  3. custompurified on 12 g column
  4. washeluted with 0-30% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-4033c011f86c494cb3f4e0dccb5e4c0f
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08435980B2

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