(3S)-2-Oxo-3-(3,5-dimethyl-4-hydroxybenzoyl)amino-5-hydroxyacetyl-N-[(2RS,3S)-benzyloxy-5-oxo-tetrahydrofuran-3-yl]-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetamide → (3S)-2-Oxo-3-(isoquinolin-1-oyl)amino-5-hydroxyacetyl-N-[(2RS, 3S)-ethoxy-5-oxo-tetrahydrofuran-3-yl]-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carboxamide

HRID 2230489Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2230489
[CH2:1]([O:8][C:9](=[O:31])[CH2:10][N:11]1C2C=CC=CC=2NC[C@H](NC(OC(C)(C)C)=O)[C:12]1=[O:30])[C:2]1C=CC=CC=1.[O:32]=[C:33]1[N:39](CC(N[C@H]2CC(=O)OC2OCC2C=CC=CC=2)=O)[C:38]2[CH:58]=[CH:59][CH:60]=[CH:61][C:37]=2[N:36]([C:62](=[O:65])[CH2:63][OH:64])[CH2:35][C@@H:34]1[NH:66][C:67](=[O:77])[C:68]1C=[C:72](C)[C:71](O)=[C:70](C)[CH:69]=1>>[O:32]=[C:33]1[N:39]([C:12]([NH:11][C@H:10]2[CH2:34][C:33](=[O:32])[O:31][CH:9]2[O:8][CH2:1][CH3:2])=[O:30])[C:38]2[CH:58]=[CH:59][CH:60]=[CH:61][C:37]=2[N:36]([C:62](=[O:65])[CH2:63][OH:64])[CH2:35][C@@H:34]1[NH:66][C:67]([C:68]1[C:69]2[C:58](=[CH:59][CH:72]=[CH:71][CH:70]=2)[CH:38]=[CH:37][N:36]=1)=[O:77]

Komponenten

3

Edukt 2

HCID 22954564(3S)-2-Oxo-3-(3,5-dimethyl-4-hydroxybenzoyl)amino-5-hydroxyacetyl-N-[(2RS,3S)-benzyloxy-5-oxo-tetrahydrofuran-3-yl]-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetamideHCID 57313411HCID 57313411, Verbindung2×

Produkt 1

HCID 22954575(3S)-2-Oxo-3-(isoquinolin-1-oyl)amino-5-hydroxyacetyl-N-[(2RS, 3S)-ethoxy-5-oxo-tetrahydrofuran-3-yl]-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carboxamide

Versuchsvorschrift

was synthesized from 600b via methods used to prepare 690a from 600b to afford 696b. 1H NMR (CDCl3) δ0.9(m, 3H), 1.15(q, 3H), 1.15(m, 1H), 1.65(m, 1H), 2.5(m, 1H), 2.8(m, 1H), 2.95-3.0(m, 2H), 3.6(m, 2H), 3.7-3.85(m, 4H), 4.0(m, 2H), 4.3(m, 1H), 4.55(m, 1H), 4.65(m, 1H), 4.85-4.95(m, 1H), 5.05(m, 1H), 5.35(s, 1H), 5.45(d, 1H), 6.85(d, 1H), 7.25(d, 1H), 7.35-7.85(6H), 8.85(dd, 2H), 9.05(m, 1H), 9.35(dd, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-6334685939834d3aa3991b440d990d2f
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06423840B1

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