Cytosine, 1-beta-D-arabinofuranosyl-N(sup 4)-lauroyl- → N-(1-beta-D-Arabinofuranosyl-1,2-dihydro-2-oxo-4-pyrimidinyl)hexadecanamide

HRID 2083797Notes

Reaction equation

HRID 2083797 reaction equation
C(NC1C=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)C(=O)N=1)(=O)CCCCCCCCCCCCC.C(NC1C=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)C(=O)N=1)(=O)CCCCCCCCCCC.C(NC1C=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N=1)(=O)CCCCCCCCCCCCC.C(NC1C=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N=1)(=O)CCCCCCCCCCC.[C:125]([NH:142][C:143]1[CH:157]=[CH:156][N:146]([C@@H:147]2[O:155][C@H:152]([CH2:153][OH:154])[C@@H:150]([OH:151])[C@H:148]2[OH:149])[C:145](=[O:158])[N:144]=1)(=[O:141])[CH2:126][CH2:127][CH2:128][CH2:129][CH2:130][CH2:131][CH2:132][CH2:133][CH2:134][CH2:135][CH2:136][CH2:137][CH2:138][CH2:139][CH3:140]>>[C:125]([NH:142][C:143]1[CH:157]=[CH:156][N:146]([C@@H:147]2[O:155][C@H:152]([CH2:153][OH:154])[C@@H:150]([OH:151])[C@@H:148]2[OH:149])[C:145](=[O:158])[N:144]=1)(=[O:141])[CH2:126][CH2:127][CH2:128][CH2:129][CH2:130][CH2:131][CH2:132][CH2:133][CH2:134][CH2:135][CH2:136][CH2:137][CH2:138][CH2:139][CH3:140]

Participants

6

Reactant 5

HCID 41563Cytosine, 1-beta-D-arabinofuranosyl-N(sup 4)-lauroyl-HCID 41564Cytosine, 1-beta-D-arabinofuranosyl-N(sup 4)-myristoyl-HCID 22879539N-HexadecanoylcytidineHCID 86735649N4-myristoylcytidineHCID 86735650N4-lauroylcytidine

Product 1

HCID 41566N-(1-beta-D-Arabinofuranosyl-1,2-dihydro-2-oxo-4-pyrimidinyl)hexadecanamide

Procedure

By following the same procedure as above using N4 -myristoyl-1-β-D-arabinofuranosylcytosine, N4 -lauroyl-1-β-D-arabinofuranosylcytosine, N4 -myristoylcytidine, N4 -lauroylcytidine and N4 -palmitoylcytidine, respectively in place of N4 -palmitoyl-1-β-D-arabinofuranosylcytosine, the following products were obtained:

Sources & evidence

ORD record
ord-51ab74c20c034fa5b61d53e5ae7ed610
Source dataset
uspto-grants-1978_04
Patent number
US04086417

Reaction notes

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