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Triethylamine → {[3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoyl]-tert-butyl-amino}-acetic acid ethyl ester

HRID 1665256
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HRID 1665256 반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]3[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=3)[C:20](Cl)=[O:21])=[CH:11][CH:10]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.C([N:30](CC)CC)C.COC(=O)[C@H:38]([C:40]([CH3:43])(C)[CH3:41])N.[CH3:45][CH2:46][O:47][C:48]([CH3:50])=[O:49]>C1COCC1>[CH2:46]([O:47][C:48](=[O:49])[CH2:50][N:30]([C:20](=[O:21])[C:19]1[CH:23]=[CH:24][CH:25]=[C:17]([CH2:16][O:15][C:12]2[CH:13]=[CH:14][C:9]([C:5]3[CH:6]=[C:7]([F:8])[C:2]([F:1])=[CH:3][C:4]=3[O:26][CH3:27])=[CH:10][CH:11]=2)[CH:18]=1)[C:40]([CH3:43])([CH3:41])[CH3:38])[CH3:45]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11309583Methyl L-tert-leucinateHCID 866535923-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoyl chloride

생성물 1

HCID 67152350{[3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoyl]-tert-butyl-amino}-acetic acid ethyl ester

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of 3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzoyl chloride (10 g, 25.7 mmol), triethylamine (10 mL, 64 mmol) in anhydrous THF (50 mL) was added in portions of tert-butylglycine methyl ester at 0° C., followed by slowly warming up to room temperature overnight while stirring. The mixture was diluted with EtOAc, washed with water and brine, dried over sodium sulfate, filtered and evaporated. The oily residue was purified by column (0-30% EtOAc in hexane) to give {[3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzoyl]-tert-butyl-amino}-acetic acid ethyl ester, 11.6 g (91%). LC-MS (ES) calculated for C28H29F2NO5, 497; found m/z 498 [M+H]+.

후처리

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe oily residue was purified by column (0-30% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-7d423d06898c464dad4b82b31cfd7815
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08039495B2

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