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2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester

HRID 1587287
ノート
印刷プレビュー

反応式

HRID 1587287 の反応式
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([OH:18])=O)[C@@H:13]([CH3:15])[OH:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][O:20][C:21](=[O:45])[C@H:22]([CH:25]([O:36][C:37](=[O:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][O:34][CH3:35])=[CH:28][CH:27]=1)[NH:23][CH3:24].C(OC1C=CC2C(=CC=CC=2)N1C(OCC)=O)C>ClCCl>[CH3:19][O:20][C:21](=[O:45])[C@H:22]([CH:25]([O:36][C:37](=[O:44])[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][O:34][CH3:35])=[CH:28][CH:27]=1)[N:23]([C:16](=[O:18])[C@H:12]([C@@H:13]([CH3:15])[OH:14])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 88217N-((Benzyloxy)carbonyl)-L-threonineHCID 53867281O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester

生成物 1

HCID 54308932N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester収率 40.2%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of N-benzyloxycarbonyl-L-threonine (3.7 g) and O-methoxymethyl-N-methyl-β-benzoyloxytyrosine methyl ester (threo isomer) (3.11 g) in dichloromethane (50 ml) was added ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate (2.9 g). After stirring for 20 hours at room temperature, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate (50 ml) and washed with dil. hydrochloric acid, sodium bicarbonate aqueous solution and water. After evaporation, the residue was put on a column of silica gel (MERCK 7734, 100 g) and eluted with n-hexane-ethyl acetate (1:1, V/V) to give N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-β-benzoyloxytyrosine methyl ester (threo isomer) (2.04 g).

後処理

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate (50 ml)
  3. washwashed with dil. hydrochloric acid, sodium bicarbonate aqueous solution and water
  4. customAfter evaporation
  5. washeluted with n-hexane-ethyl acetate (1:1, V/V)

出典と根拠

ORDレコード
ord-74af542971c849c0b9d77a298c4151ab
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05217952

反応ノート

読み込み中…

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