HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Fluorouracil → 1-[6-(t-Butoxycarbonylamino)-n-hexylcarbamoyl]-5-fluorouracil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Fluorouracil | HCID 3385 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-BOC-1,6-diaminohexane | HCID 2733170 | — |
| Reactant | N-[N-(2-n-propyl-n-pentanoyl)glycyl]hexamethylenediamine | HCID 14997852 | — |
| Product | 1-[6-(t-Butoxycarbonylamino)-n-hexylcarbamoyl]-5-fluorouracil | HCID 14997856 | 91.3% |
Reaction Steps
The reaction was carried out in the same manner as in Example 7 except for using 9.06 g (69.6 mmole) of 5-fluorouracil, 6.20 g (62.7 mmole) of phosgene, 12.68 g (125.3 mmole) of triethylamine, and 11.36 g (52.5 mmole) of N-(t-butyoxycarbonyl)hexamethylenediamine synthesized in Reference example 13 in place of N-[N-(2-n-propyl-n-pentanoyl)-glycyl]hexamethylenediamine used in Example 7. The reaction mixture was treated in the same manner as in Example 7 to give 16.06 g (Yield: 91.3%) of pale yellowish crystals. 1 g of this crystals was recrystallized from 15 ml of ethyl acetate to give 0.52 g of colorless needle crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05049551 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-3e23a7bb7375429588abb7c54b5f2a22 |
| Source note | uspto-grants-1991_09 |