HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 20-(5,5-Dimethyl-1,3-dioxan-2-yl)-3beta-(tert-butyldimethylsilyl)oxy-1alpha-(methoxymethyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethyl Carbonate | HCID 12021 | — |
| Reactant | 20-(5,5-Dimethyl-1,3-dioxan-2-yl)-3beta-(tertbutyldimethylsilyl)oxy-1alpha-(methoxymethyl)oxypregn-6-en-5alpha-ol | HCID 67852946 | — |
| Product | 20-(5,5-Dimethyl-1,3-dioxan-2-yl)-3beta-(tert-butyldimethylsilyl)oxy-1alpha-(methoxymethyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-ene | HCID 67852956 | — |
Reaction Steps
In 10 ml of dimethyl carbonate was dissolved 400 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-3β-(tert-butyldimethylsilyl)oxy-1α-(methoxymethyl)oxypregn-6-en-5α-ol, followed by addition of 0.2 ml of acetic acid. The mixture was refluxed in an atmosphere of argon gas for 12 hours. The reaction mixture was then worked up in the same manner as Example 132 to give 120 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-3β-(tert-butyldimethylsilyl)oxy-1α-(methoxymethyl)oxy-7α-(methoxycarbonyl)oxypregn-5-ene showing the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05112998 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-10447b0204094d4d93fd10ccbd48ccf9 |
| Source note | uspto-grants-1992_05 |