Triphenylphosphine → HCID 68616500、化合物

HRID 394317

反応式

HRID 394317 の反応式
[CH2:1]([O:3][C:4](=[O:20])[CH:5]([O:16][CH:17]([CH3:19])[CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH3:2].C(OC(=O)COC(C)C)C.C(OC1C=CC(C=O)=CC=1OC)C1C=CC=CC=1.[CH3:49][O:50][C:51]1[CH:52]=[C:53]([C:59]2[S:60][C:61]([CH3:67])=[C:62]([CH2:64][CH2:65]O)[N:63]=2)[CH:54]=[C:55]([O:57][CH3:58])[CH:56]=1.COC(=O)CC(=O)C(Br)C.COC1C=C(C=C(OC)C=1)C(N)=S.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH2:1]([O:3][C:4](=[O:20])[CH:5]([O:16][CH:17]([CH3:19])[CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:65][CH2:64][C:62]2[N:63]=[C:59]([C:53]3[CH:54]=[C:55]([O:57][CH3:58])[CH:56]=[C:51]([O:50][CH3:49])[CH:52]=3)[S:60][C:61]=2[CH3:67])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH3:2]

参加物

10

反応物 8

HCID 11776TriphenylphosphineHCID 755064-(Benzyloxy)-3-methoxybenzaldehydeHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 537908Ethyl isopropoxyacetateHCID 27584913,5-DimethoxythiobenzamideHCID 9815681Methyl 4-bromo-3-oxopentanoateHCID 226474532-[2-(3,5-Dimethoxy-phenyl)-5-methyl-thiazol-4-yl)-ethanolHCID 68616023[Rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester

生成物 1

HCID 68616500HCID 68616500、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In analogy to the procedure described in example 1 d], [rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester [prepared from isopropoxy-acetic acid ethyl ester (Tetrahedron (1982), 38(17), 2733-9) and 4-benzyloxy-3-methoxy-benzaldehyde in analogy to the procedures described in examples 54 a]to c)] was reacted with 2-[2-(3,5-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethanol (prepared from [rac]-4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 3,5-dimethoxy-thiobenzamide [PCT Int. Appl. (1992), WO 92/09586 A1] in analogy to the procedures described in examples 12 a] and 12 b]) in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-3-(4-{2-[2-(3,5-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-3-(4-{2-[2-(3,5-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-isopropoxy-propionic acid as colorless solid.

後処理

  1. customdescribed in example 1 d

出典と根拠

ORDレコード
ord-a2edefffac9f4853ab6615e274df37f6
出典データセット
uspto-grants-2004_10
特許番号
US06809110B2

関連ノート

読み込み中…