HCID 86589980, compound → HCID 9901956, compound

HRID 1793263Notes

Reaction equation

HRID 1793263 reaction equation
FC(F)(F)C([NH:5][CH2:6][C:7]([NH:9][CH2:10][C@:11]1([CH2:26][OH:27])[O:15][C@@H:14]([N:16]2[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:13][C@@H:12]1[OH:25])=[O:8])=O>N>[NH2:5][CH2:6][C:7]([NH:9][CH2:10][C@:11]1([CH2:26][OH:27])[O:15][C@@H:14]([N:16]2[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:13][C@@H:12]1[OH:25])=[O:8]

Participants

3

Reactant 1

HCID 86589980HCID 86589980, compound

Product 1

HCID 9901956HCID 9901956, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

4′-C-(N-trifluoroacetylglycylaminomethyl)thymidine (5) (17 mg, 0.4 mmol) was dissolved in concentrated aqueous ammonia solution (1 mL) and allowed to stand overnight at ambient temperature. The reaction mixture was then lyophilised to give the title compound (22) as a colourless resin (0.0088 g, 67%). δH(300 MHz, D2O) 7.46(1H, s, H-6), 6.14(1H, dd, H-1′), 4.48(1H, dd, H-3′), 3.70(2H, s, glycyl CH2), 3.47(2H, 2d, H-5′), 3.40(2H, 2d, 4′-C—CH2), 2.35(2H, m, H-2′), 1.73(3H, s, 5-CH3); ES +ve m/z 329(M+H)+.

Sources & evidence

ORD record
ord-e281f1e4429247d3adca645f05b2dcea
Source dataset
uspto-grants-2006_07
Patent number
US07078499B2

Reaction notes

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