Triphenylphosphine → HCID 68617831, 화합물

HRID 394318

반응식

HRID 394318 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[CH:51]=[C:52]([C:57]2[S:58][C:59]([CH3:65])=[C:60]([CH2:62][CH2:63]O)[N:61]=2)[CH:53]=[C:54]([CH3:56])[CH:55]=1.COC(=O)CC(=O)C(Br)C.CC1C=C(C=C(C)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][CH2:63][CH2:62][C:60]2[N:61]=[C:57]([C:52]3[CH:51]=[C:50]([CH3:49])[CH:55]=[C:54]([CH3:56])[CH:53]=3)[S:58][C:59]=2[CH3:65])=[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 9815681Methyl 4-bromo-3-oxopentanoateHCID 22647410HCID 22647410, 화합물HCID 22647568668478-79-3HCID 68616023[Rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester

생성물 1

HCID 68617831HCID 68617831, 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-[2-(3,5-dimethyl-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-dimethyl-thiobenzamide (from 3,5-dimethyl-benzonitrile and NaSH, NH4Cl in N,N-dimethylformamide) 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-dimethyl-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester, which was farther saponified in analogy to the procedure described in example 4 e], to yield [rac]-3-(4-{2-[2-(3,5-dimethyl-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-isopropoxy-propionic acid as light yellow solid.

후처리

  1. customdescribed in example 1 d

출처 및 근거

ORD 기록
ord-6263b24073bf4071ac6a7d7bd77b053b
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809110B2

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