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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728621Generated: October 29, 2026

5-Fluorouracil → 1-[6-(t-Butoxycarbonylamino)-n-hexylcarbamoyl]-5-fluorouracil

https://huagongshe.com/reaction/728621

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluorouracilHCID 3385—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantN-BOC-1,6-diaminohexaneHCID 2733170—
ReactantN-[N-(2-n-propyl-n-pentanoyl)glycyl]hexamethylenediamineHCID 14997852—
Product1-[6-(t-Butoxycarbonylamino)-n-hexylcarbamoyl]-5-fluorouracilHCID 1499785691.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05049551
Source datasetuspto-grants-1991_09
ORD IDord-3e23a7bb7375429588abb7c54b5f2a22
Source noteuspto-grants-1991_09