Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- → {[[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-(2-hydroxy-1-methyl-ethyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl ester

HRID 14848

Reaktionsgleichung

Reaktionsgleichung von HRID 14848
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:17]=[CH:18][CH:19]=2)[CH2:11][NH:12][C@@H:13]([CH3:16])[CH2:14][OH:15])[CH:5]=[CH:4][N:3]=1.[C:20]([O:24][C:25]([N:27]([CH2:29][C:30](O)=[O:31])[CH3:28])=[O:26])([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25](=[O:26])[N:27]([CH2:29][C:30](=[O:31])[N:12]([CH2:11][C:10]1[CH:17]=[CH:18][CH:19]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:9]=1)[CH:13]([CH3:16])[CH2:14][OH:15])[CH3:28])([CH3:23])([CH3:21])[CH3:22]

Komponenten

3

Edukt 2

HCID 83692Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 866032862-(S)-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-propan-1-ol

Produkt 1

HCID 86603287{[[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-(2-hydroxy-1-methyl-ethyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl ester

Versuchsvorschrift

Intermediate 73 was coupled with (tert-butoxycarbonyl-methyl-amino)-acetic acid following procedure K. LC-MS showed the product had the expected M+H+ of 449. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.6 (m, 1H) 8.1 (m, 1H) 8.0 (m, 1H) 7.7 (m, 1H) 7.5 (m, 2H) 4.6 (m, 2H) 4.3 (m, 2H) 4.0 (m, 1H) 3.7 (s, 1H) 3.5 (s, 1H) 3.0 (m, 4H) 1.4 (m, 9H) 1.2 (m, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-710cd64bc26e44aabf1683504209a7b2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732444B2

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