HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-({5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid--water (1/1)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Doripenem | HCID 73303 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-({5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid--water (1/1) | HCID 636377 | — |
Reaction Steps
Doripenem (50 g) was dissolved in water (300 ml) by adding ammonia drop-wise to attain a pH of 8.5 to 9 at 15° to 20° C. The solution was treated with activated carbon (5 g) followed by micron filtration using a membrane (0.25 microns). The pH of the filtrate was adjusted to 5 to 5.5 with aqueous formic acid at 10° to 20° C. The mixture was stirred at 0° to 5° C. for 4 to 5 hours. Isopropyl alcohol (150 ml) was added slowly to the mixture and stirred for about 12 hours at 0° to 5° C. The mixture was filtered and dried at 40° to 50° C. to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445673B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-d3bdc0038b2b4ffe8cca1bb7b0b6ab5b |
| Source note | uspto-grants-2013_05 |