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1,2-Dichloroethane → 3-(R)-(4-fluoro-phenyl)-3-(3-trifluoromethyl-benzenesulfonylamino)-N-(6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-propionamide

HRID 32124
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HRID 32124 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:25][S:26]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)(=[O:28])=[O:27])[CH2:9][C:10]([NH:12][C@@H:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH:23]=O)[CH:19]=3)[CH2:14]2)=[O:11])=[CH:4][CH:3]=1.[CH:39](C1C=C2C(=CC=1)C[C@H](N)CC2)=C.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]([NH:25][S:26]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:36])[F:37])[CH:30]=2)(=[O:27])=[O:28])[CH2:9][C:10]([NH:12][C@@H:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH:23]=[CH2:39])[CH:19]=3)[CH2:14]2)=[O:11])=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 68931519(6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-amineHCID 865985073-(R)-(4-fluoro-phenyl)-N-(6-formyl-1, 2,3,4-tetrahydro-naphthalen-2-(R)-yl)-3-(3-trifluoromethyl-benzenesulfonylamino)-propionamide

생성물 1

HCID 68926751
3-(R)-(4-fluoro-phenyl)-3-(3-trifluoromethyl-benzenesulfonylamino)-N-(6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-propionamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(R)-(4-fluoro-phenyl)-N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-3-(3-trifluoromethyl-benzenesulfonylamino)-propionamide (391 mg, 1 mmol), crude (6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-amine (190 mg, 1.1 mmol), HOBt (135 mg, 1 mmol) and EDC (191 mg, 1 mmol) in 2 mL of DMF was stirred overnight at RT. After quenching with Sat. NaHCO3 solution, the reaction mixture was extracted with EtOAc. The combined organic phase was washed brine, dried over Na2SO4, and evaporated in vacuo. Flash chromatography (SiO2, hexane/EtOAc=1:2) gave the desired compound as a white solid.

후처리

  1. customAfter quenching with Sat. NaHCO3 solution
  2. extractionthe reaction mixture was extracted with EtOAc
  3. washThe combined organic phase was washed brine
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-c6fca46f016b47638702f04f3e807bba
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07425631B2

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