Dicyclohexylcarbodiimide → methyl (2RS,5SR)-3-{3-{2-[2-(2-methoxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate

HRID 975976

Reaktionsgleichung

Reaktionsgleichung von HRID 975976
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C@H:9]1[CH2:13][CH2:12][C@@H:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]1[C:20](=[O:37])[CH2:21][NH:22][C:23](=[O:36])[NH:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:29][CH:30]=1.COC1C=CC=CC=1C1CCC(C2C=CC=CC=2)N1.COC(CC1C=C(NC(=O)NCC(O)=O)C=CC=1)=O.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]1[C:20](=[O:37])[CH2:21][NH:22][C:23](=[O:36])[NH:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:29][CH:30]=1

Komponenten

6

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 153443392-[3-(3-Methoxycarbonylmethylphenyl)ureido]acetic acidHCID 19967981(2RS,5SR)-2-(2-methoxyphenyl)-5-phenyl-pyrrolidineHCID 67713260Methyl cis-3-{3-{2-[2-(2-methoxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate

Produkt 1

HCID 19968188methyl (2RS,5SR)-3-{3-{2-[2-(2-methoxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Methyl cis-3-{3-{2-[2-(2-methoxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate may be prepared in a fashion similar to that described in Example 41 §A, but starting from 0.57 g of (2RS,5SR)-2-(2-methoxyphenyl)-5-phenyl-pyrrolidine, 0.6 g of 2-[3-(3-methoxycarbonylmethylphenyl)ureido]acetic acid and 0.46 g of N,N'-dicyclohexylcarbodiimide in 4.5 cm3 of acetonitrile. After treatment, 1.2 g of methyl (2RS,5SR)-3-{3-{2-[2-(2-methoxyphenyl)-5-phenyl-1-pyrrolidinyl]-2-oxoethyl}ureido}phenylacetate are obtained in the form of an oil used as it is in subsequent syntheses.

Quellen und Nachweise

ORD-Eintrag
ord-f0203c6928b641168d6dda0a3a08db21
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05610144

Verknüpfte Notizen

Wird geladen…