HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Carbonate → 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Carbonate | HCID 12021 | — |
| Reactant | 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxypregn-6-en-5alpha-ol | HCID 67852911 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Product | 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-ene | HCID 22843925 | — |
Reaction Steps
In 10 ml of dimethyl carbonate was dissolved 350 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α-(tert-butyldimethylsilyl)oxy-3β-(N,N-dimethylcarbamoyl)oxypregn-6-en-5α-ol, followed by addition of one drop of concentrated sulfuric acid. The mixture was stirred in an atmosphere of argon gas under ice-cooling for 1 hour. The reaction mixture was then worked up in the same manner as Example 132 to give 95 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α -(tert-butyldimethylsilyl)oxy-3β-(N,N-dimethylcarbamoyl)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-0267794c2c15476297c58a827abb0b9a |
| Source note | uspto-grants-1992_05 |