HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → methyl (5Z)-7-[(1R,2R,3R,5R)-5-chloro-2-formyl-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]-5-heptenoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | Trioxobis(pyridine)chromium | HCID 88565 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | (+/-)-(Z)-7-[(1R,2S,3R,5R)-5-chloro-2-hydroxymethyl-3-(tetrahydropyran-2-yloxy)-cyclopentyl]-5-heptenic acid methyl ester | HCID 11428798 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | methyl (5Z)-7-[(1R,2R,3R,5R)-5-chloro-2-formyl-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]-5-heptenoate | HCID 11234130 | 86,5% |
Reaktionsschritte
9 g of Collins reagent is dissolved in 85 ml of dichloromethane, and a solution of 2 g of VI in 25 ml of dichloromethane is instilled with stirring in 5 minutes, stirred 15 minutes, diluted with 200 ml of diethyl ether, shaken with sodium bicarbonate solution, diluted sulfuric acid and salt water, dried over magnesium sulfate and concentrated by evaporation in a vacuum. 1.72 g of aldehyde VII is obtained as oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04806668 |
| Quelldatensatz | uspto-grants-1989_02 |
| ORD ID | ord-051427dba65341b6baa3b71a29f94bfe |
| Quellennotiz | uspto-grants-1989_02 |