Formic Acid → 5-(6-Amino-purin-9-yl)-2-ethyl-2-hydroxymethyl-tetrahydro-furan-3-ol

HRID 1893164Notes

Reaction equation

HRID 1893164 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]1[O:15][C:14]([CH2:18][OH:19])([CH:16]=[CH2:17])[CH:13]([O:20]CC2C=CC=CC=2)[CH2:12]1.C(O)=O>CO.[Pd]>[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]1[O:15][C:14]([CH2:16][CH3:17])([CH2:18][OH:19])[CH:13]([OH:20])[CH2:12]1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 67358508[5-(6-Amino-purin-9-yl)-3-benzyloxy-2-vinyl-tetrahydro-furan-2-yl]-methanol

Product 1

HCID 426107955-(6-Amino-purin-9-yl)-2-ethyl-2-hydroxymethyl-tetrahydro-furan-3-olYield 63%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

[5-(6-Amino-purin-9-yl)-3-benzyloxy-2-vinyl-tetrahydro-furan-2-yl]-methanol was added to a flask. A 3.4% solution of HCOOH in methanol and Pd/C were added. The reaction was allowed to stir, was filtered and the solvent evaporated to provide the titled compound in 63% yield.

Workup

  1. filtrationwas filtered
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-832f3b1c3d824f8c91bc492a0969cda6
Source dataset
uspto-grants-2013_08
Patent number
US08513214B2

Reaction notes

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