Hydrochloric Acid → 2-amino-3-methyl-butyric acid 5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-4-methyl-tetrahydro-furan-3-yl ester, dihydrochloride salt

HRID 1818444Notes

Reaction equation

HRID 1818444 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([CH:8]2[O:12][CH:11]([CH2:13][OH:14])[CH:10]([O:15][C:16](=[O:22])[CH:17]([NH2:21])[CH:18]([CH3:20])[CH3:19])[C:9]2([OH:24])[CH3:23])[C:4](=[O:25])[N:3]=1.[ClH:26]>CCO>[ClH:26].[ClH:26].[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([CH:8]2[O:12][CH:11]([CH2:13][OH:14])[CH:10]([O:15][C:16](=[O:22])[CH:17]([NH2:21])[CH:18]([CH3:20])[CH3:19])[C:9]2([OH:24])[CH3:23])[C:4](=[O:25])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 671748942-amino-3-methyl-butyric acid 5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-4-methyl-tetrahydro-furan-3-yl ester

Product 1

HCID 727580282-amino-3-methyl-butyric acid 5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-4-methyl-tetrahydro-furan-3-yl ester, dihydrochloride salt

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The 3′-valinyl ester can be made into a salt by any means known in the art, including, reacting the 3′-valanyl ester of β-D-2′-C-methyl-cytidine with HCl in EtOH to provide 2-amino-3-methyl-butyric acid 5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-4-methyl-tetrahydro-furan-3-yl ester, dihydrochloride salt as a final product.

Sources & evidence

ORD record
ord-252fca010d674a3a958a8cece76fd3d2
Source dataset
uspto-grants-2009_10
Patent number
US07598373B2

Reaction notes

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