HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate → tert-Butyl (3S,9aR)-3-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate | HCID 24820286 | — |
| Edukt | (3R)-6-bromo-3-methyl-3,4-dihydro-1H-isochromen-1-one | HCID 71270763 | — |
| Edukt | tert-Butyl (3R,9aS)-3-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate | HCID 71273516 | — |
| Edukt | tert-Butyl (3S,9aS)-3-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate | HCID 71273517 | — |
| Produkt | tert-Butyl (3S,9aR)-3-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate | HCID 86727033 | — |
Reaktionsschritte
8G and 8H were prepared in a similar manner as 8A and 8B except (3R)-6-Bromo-3-methyl-3,4-dihydro-1H-isochromen-1-one and tert-butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate were used as the starting materials. The cis/trans mixture was purified via chiral HPLC (20% 2:1 MeOH:MeCN/CO2) on OJ column. The slower eluting diastereomer was the trans isomer: 8G LC-MS: (M+1)+403; 8H: LC-MS: (M+1)+403.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09206199B2 |
| Quelldatensatz | uspto-grants-2015_12 |
| ORD ID | ord-ba51efd342f44bde8f6b143c49164156 |
| Quellennotiz | uspto-grants-2015_12 |