Benzyl 3-hydroxyphenyl ether → ethyl (RS)-4-[2-(N-ethylcarbamoyl)-5-benzyloxyphenoxy]-4-phenyl-butanoate

HRID 322878

Reaktionsgleichung

Reaktionsgleichung von HRID 322878
C(OC1C=C(O)C=CC=1)C1C=CC=CC=1.Cl[CH:17]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].S1C=CC(COC2C=C(O)C=CC=2)=C1.S1C=CC(COC2C=C(C=CC=2)OC(C2C=CC=CC=2)CCC(OCC)=O)=C1.C1(CCCC([O-])=O)C=CC=CC=1.[OH:85][C:86]1[CH:96]=[C:95]([O:97][CH2:98][C:99]2[CH:104]=[CH:103][CH:102]=[CH:101][CH:100]=2)[CH:94]=[CH:93][C:87]=1[C:88]([NH:90][CH2:91][CH3:92])=[O:89]>>[CH2:91]([NH:90][C:88]([C:87]1[CH:93]=[CH:94][C:95]([O:97][CH2:98][C:99]2[CH:104]=[CH:103][CH:102]=[CH:101][CH:100]=2)=[CH:96][C:86]=1[O:85][CH:17]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:89])[CH3:92]

Komponenten

7

Edukt 6

HCID 138048Benzyl 3-hydroxyphenyl etherHCID 107269653-(3-Thienylmethoxy)phenolHCID 12847348Ethyl 4-chloro-4-phenylbutanoateHCID 220104112-hydroxy-4-benzyloxy-N-ethylbenzamideHCID 220532644-PhenylbutyrateHCID 23204074ethyl (RS)-4-[3-(3-thienylmethoxy)phenoxy]-4-phenylbutanoate

Produkt 1

HCID 23204260ethyl (RS)-4-[2-(N-ethylcarbamoyl)-5-benzyloxyphenoxy]-4-phenyl-butanoate

Versuchsvorschrift

By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 3-benzyloxyphenol and ethyl (RS)-4-chloro-4-phenylbutanoate with ethyl (RS)-4-chloro-4-(2-methyl)phenylbutanoate, there is prepared ethyl (RS)-4-[(3-benzyloxy)phenoxy]-4-(2-methylphenyl)butanoate. By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 3-(3-thienylmethoxy)phenol, there is prepared ethyl (RS)-4-[3-(3-thienylmethoxy)phenoxy]-4-phenylbutanoate. By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 2-hydroxy-4-(3-thienylmethoxy)acetophenone, there is prepared ethyl (RS)-4-[2-acetyl-5-(3-thienylmethoxy)phenoxy)]-4-phenylbutanoate. By proceeding in a similar manner but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 2-hydroxy-4-benzyloxy-N-ethylbenzamide there is obtained ethyl (RS)-4-[2-(N-ethylcarbamoyl)-5-benzyloxyphenoxy]-4-phenyl-butanoate. By proceeding in a similar manner but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 2-hydroxy-4-(3-thienylmethoxy)acetophenone and ethyl (RS)-4-chloro-4-phenylbutanoate with ethyl (RS)-4-chloro-4-(2-methylphenyl)butanoate, there is prepared ethyl (RS)-4-[2-acetyl-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)-butanoate. By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 2-hydroxy-4-(3-pyridylmethoxy)acetophenone, there is prepared ethyl (RS)-4-[2-acetyl-5-(3-pyridylmethoxy)phenoxy]-4-phenylbutanoate. By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 4-benzyloxy-2-hydroxybenzamide, there is prepared ethyl (RS)-4-[2-carbamoyl-5-benzyloxyphenoxy]-4-phenylbutanoate. By proceeding in a similar manner, but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 4-benzyloxy-2-hydroxy-N,N-dimethylbenzamide, there is prepared ethyl (RS)-4-[2-N,N-dimethylcarbamoyl-5-benzyloxyphenoxy]-4-phenylbutanoate. By proceeding in a similar manner. but replacing methyl 4-benzyloxy-2-hydroxybenzoate with 4-(3-thienylmethoxy)-2-hydroxybenzamide and ethyl (RS)-4-chloro-4-phenylbutanoate with ethyl (RS)-4-chloro-4-(2-methylphenyl)butanoate, there is prepared ethyl (RS)-4-[2-carbamoyl-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)butanoate.

Quellen und Nachweise

ORD-Eintrag
ord-0f72d0e1a8c94f408f6bd9fb7d54180f
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211234B1

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