Triphenylphosphine → HCID 68617844, 화합물

HRID 394314

반응식

HRID 394314 반응식
[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][C:50]1[S:54][C:53]([C:55]2[CH:60]=[CH:59][C:58]([CH3:61])=[CH:57][CH:56]=2)=[N:52][C:51]=1[CH2:62][CH2:63]O.COC(=O)CC(=O)C(Br)C.CC1C=CC(C(N)=S)=CC=1.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][CH2:63][CH2:62][C:51]2[N:52]=[C:53]([C:55]3[CH:56]=[CH:57][C:58]([CH3:61])=[CH:59][CH:60]=3)[S:54][C:50]=2[CH3:49])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH3:2]

참가 물질

10

반응물 8

HCID 11776TriphenylphosphineHCID 755064-(Benzyloxy)-3-methoxybenzaldehydeHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 537908Ethyl isopropoxyacetateHCID 7372094-MethylbenzenecarbothioamideHCID 9815681Methyl 4-bromo-3-oxopentanoateHCID 219427062-[5-Methyl-2-(4-methylphenyl)-1,3-thiazol-4-yl]ethan-1-olHCID 68616023[Rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester

생성물 1

HCID 68617844HCID 68617844, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethanol (prepared from [rac]4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 4-methyl-thiobenzamide 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]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethoxy]-phenyl}-propionic acid as colorless amporphous solid.

후처리

  1. customdescribed in example 1 d

출처 및 근거

ORD 기록
ord-630f24fb1b974a5abad222b18eda1dd5
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809110B2

연결된 노트

불러오는 중…