5-Fluorouracil → HCID 20525081, compound

HRID 1702793Notes

Reaction equation

HRID 1702793 reaction equation
C(OC(NCCCCCC(O)=O)=O)(C)(C)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:34]([O:38][C:39]([NH:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][N:47]=[C:48]=[O:49])=[O:40])([CH3:37])([CH3:36])[CH3:35].[F:50][C:51]1[C:52](=[O:58])[NH:53][C:54](=[O:57])[NH:55][CH:56]=1>C1C=CC=CC=1.C(N(CC)CC)C>[C:34]([O:38][C:39]([NH:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][NH:47][C:48]([N:55]1[CH:56]=[C:51]([F:50])[C:52](=[O:58])[NH:53][C:54]1=[O:57])=[O:49])=[O:40])([CH3:37])([CH3:35])[CH3:36]

Participants

7

Reactant 4

HCID 33855-FluorouracilHCID 199401P,P-Diphenylphosphinic azideHCID 6376026-((tert-Butoxycarbonyl)amino)hexanoic acidHCID 22010098Carbamic acid, (5-isocyanatopentyl)-, 1,1-dimethylethyl ester

Product 1

HCID 20525081HCID 20525081, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8471TriethylamineSolvent

Procedure

The reaction of 6-t-butoxycarbonylaminohexanoic acid and diphenylphosphoryl azide in a solution of triethyl amine and benzene provided a solution comprising 5-t-butoxycarbonylaminopentyl isocyanate, which was reacted with 5-fluorouracil to provide 1-[N-(5-t-butoxycarbonylaminopentyl)carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 20.

Workup

  1. customprovided a solution

Sources & evidence

ORD record
ord-28045779fe9a4cd7940726908b7cbdac
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

Loading…