Pyridine → Gla-aht

HRID 1197423

Reaction equation

HRID 1197423 reaction equation
[CH3:1][C:2]1[C:15](=[O:16])[N:14]=[C:13]2[N:4]([C@@H:5]3[O:9][C@H:8]([CH2:10][OH:11])[C@H:7]([O:12]2)[CH2:6]3)[CH:3]=1.N1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH3:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:22]=[CH:21]\[CH2:20]/[CH:19]=[CH:18]\[CH2:22]/[CH:21]=[CH:20]\[CH2:19][CH2:18][CH2:6][CH2:7][C:8]([O:11][CH2:10][CH:8]1[O:9][CH:5]2[N:4]3[C:13]([O:12][CH:7]1[CH2:6]2)=[N:14][C:15](=[O:16])[C:2]([CH3:1])=[CH:3]3)=[O:9]

Participants

3

Reactant 2

HCID 1049Pyridine2×HCID 4579822,5-Methano-5H,9H-pyrimido(2,1-b)(1,5,3)dioxazepin-9-one, 2,3-dihydro-3-(hydroxymethyl)-8-methyl-, (2R,3R,5R)-

Product 1

HCID 6475485Gla-aht

Procedure

Anhydrothymidine (0.520 g, 2.319 mmol, as a dry white powder) was dissolved in anhydrous pyridine (10 ml) under an atmosphere of dry nitrogen, and to this stirred solution at room temperature was added GLA acid chloride (0.900 g, 3.02 mmol). Stirring was continued overnight after which period, TLC indicated complete loss of the starting material. The pyridine was

Sources & evidence

ORD record
ord-f4b0413425a043e68a1a6429d3d68dea
Source dataset
uspto-grants-1994_01
Patent number
US05276020

Linked notes

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