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

HRID 1665256
ノート
印刷プレビュー

反応式

HRID 1665256 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

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]+.

後処理

  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)

出典と根拠

ORDレコード
ord-7d423d06898c464dad4b82b31cfd7815
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08039495B2

反応ノート

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