Methyl 3-(1H-indol-3-yl)-2-oxopropanoate → HCID 18663409、化合物

HRID 1957017ノート

反応式

HRID 1957017 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:26]=[C:27]([CH3:29])[CH:28]=1)[C:5]([N:7]1[CH:16]([C:17]([CH2:19]P(=O)(OC)OC)=[O:18])[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1)=[O:6].[NH:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32]([CH2:39][C:40](=O)[C:41]([O:43]C)=[O:42])=[CH:31]1>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh]>[CH3:1][C:2]1[CH:3]=[C:4]([CH:26]=[C:27]([CH3:29])[CH:28]=1)[C:5]([N:7]1[CH:16]([C:17]([CH2:19][CH:40]([CH2:39][C:32]2[C:33]3[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=3)[NH:30][CH:31]=2)[C:41]([OH:43])=[O:42])=[O:18])[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1)=[O:6]

参加物

4

反応物 2

HCID 582619Methyl 3-(1H-indol-3-yl)-2-oxopropanoateHCID 18663426HCID 18663426、化合物

生成物 1

HCID 18663409HCID 18663409、化合物

試薬・触媒・溶媒 1

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)触媒

実験手順

A Wittig-Horner reaction according to example 78 between dimethyl N-(3,5-dimethylbenzoyl)-1,2,3,4-tetrahydro-3-isoquinolinecarbonylmethylphosphonate [from methyl N-(3,5-dimethylbenzoyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate (prepared according to example 88) as described in example 78] and methyl 3-indolepyruvate followed by catalytic hydrogenation of the double bond in the presence of Wilkinson's catalyst according to example 78 and hydrolysis of the methyl ester moiety according to example 12 gives 3-[N-(3,5-dimethylbenzoyl)-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl]-2-(3-indolyl)methyl-propionic acid as a mixture of isomers; FAB-MS m/e 495 (M+H)+.

後処理

  1. customA Wittig-Horner reaction

出典と根拠

ORDレコード
ord-f785f9c445f94ca8b63e60e15d95a7e0
出典データセット
uspto-grants-1998_07
特許番号
US05780498

反応ノート

読み込み中…