HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(R)-4-Benzyl-2-oxazolidinone → 3-(2-(R)-cyclopropylmethyl-5-(3,5-difluorophenyl)-3 (S)-hydroxyl-1-oxopentyl)amino-1-methyl-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (R)-4-Benzyl-2-oxazolidinone | HCID 2734969 | — |
| Edukt | 3-(3,5-Difluorophenyl)propionic acid | HCID 3669498 | — |
| Edukt | trans-3,5-Difluorocinnamic acid | HCID 5374941 | — |
| Edukt | 3-(3,5-Difluorophenyl)propanal | HCID 16092530 | — |
| Edukt | 3-(2 (R)-cyclopentylmethyl-3(S)-hydroxyl-5-phenyl-1-oxopentyl)-4(R)-(phenylmethyl)-2-oxazolidinone | HCID 18346770 | — |
| Edukt | 2(R)-cyclopropylmethyl-5-(3,5-difluorophenyl)-3-(S)-hydroxypentanoic acid (2-oxo-1-(3-phenoxybenzyl)azapan-3-(S)-yl)amide | HCID 67550039 | — |
| Produkt | 3-(2-(R)-cyclopropylmethyl-5-(3,5-difluorophenyl)-3 (S)-hydroxyl-1-oxopentyl)amino-1-methyl-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one | HCID 9807077 | — |
Reaktionsschritte
The 3-(3,5-difluorophenyl)propanal used in the aldol reaction was prepared from trans-3,5-difluorocinnamic acid by: (1) hydrogenation to 3-(3,5-difluorophenyl)propionic acid (L. Kruse et al J. Med. Chem. 1987, 30, 486-494); (2) formation of Weinreb amide (M. Braun Synthesis 1989, 856); and (3) reduction to aldehyde (D. A. Evans J. Org. Chem. 1993, 58, 2446-2453).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07423033B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-767ee72b508949e0b1fe683c50924b03 |
| Quellennotiz | uspto-grants-2008_09 |