5-Fluorouracil → HCID 15583560, compound

HRID 1649117Notes

Reaction equation

HRID 1649117 reaction equation
C[Si]([C:5]1[NH:10][C:9](=[O:11])[N:8]([Si](C)(C)C)[C:7](=[O:16])[C:6]=1[F:17])(C)C.F[C:19]1[C:20](=[O:26])NC(=O)NC=1.[C:27]([O:30][C:31]1[CH:32]=[C:33]([CH:41]2[O:45][CH2:44][CH2:43][O:42]2)[CH:34]=[CH:35][C:36]=1[O:37][C:38](=[O:40])[CH3:39])(=[O:29])[CH3:28].C(OC1C=C(C=CC=1OC(=O)C)C=O)(=O)C>C(O)CO>[C:20]([O:42][CH2:43][CH2:44][O:45][CH:41]([N:10]1[CH:5]=[C:6]([F:17])[C:7](=[O:16])[NH:8][C:9]1=[O:11])[C:33]1[CH:34]=[CH:35][C:36]([O:37][C:38](=[O:40])[CH3:39])=[C:31]([O:30][C:27](=[O:29])[CH3:28])[CH:32]=1)(=[O:26])[CH3:19]

Participants

6

Reactant 4

HCID 33855-FluorouracilHCID 15174883,4-DiacetoxybenzaldehydeHCID 20480611HCID 20480611, compoundHCID 68585259HCID 68585259, compound

Product 1

HCID 15583560HCID 15583560, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

Bis(trimethylsilyl)-5-fluorouracil prepared from 5-fluorouracil (10 g) , and 2-(3,4-diacetoxyphenyl)-1,3-dioxolan (26.6 g) prepared from 3,4-diacetoxybenzaldehyde and ethyleneglycol were treated as in Example 10 and the product was acetylated to give 7.4 g of crystalline 1-[α-(2-acetoxyethoxy)-3,4-diacetoxybenzyl]-5-fluorouracil.

Workup

  1. additionwere treated as in Example 10

Sources & evidence

ORD record
ord-74ab5c98af824f55a0df67aaccd15aae
Source dataset
uspto-grants-1983_11
Patent number
US04415573

Reaction notes

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