HCID 67509353, compound → HCID 86665514, compound

HRID 1770687Notes

Reaction equation

HRID 1770687 reaction equation
[CH3:1][C:2]([NH:16]C(=O)OCC1C=CC=CC=1)([CH2:4][CH2:5][S:6]([CH2:9][CH:10]([OH:15])[CH:11]([OH:14])[CH2:12][OH:13])(=[O:8])=[O:7])[CH3:3].[H][H]>CO.[Pd]>[NH2:16][C:2]([CH3:3])([CH3:1])[CH2:4][CH2:5][S:6]([CH2:9][CH:10]([OH:15])[CH:11]([OH:14])[CH2:12][OH:13])(=[O:8])=[O:7]

Participants

5

Reactant 2

HCID 67509353HCID 67509353, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86665514HCID 86665514, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 2-methyl-4-(2,3,4-trihydroxybutylsulfonyl)butan-2-ylcarbamate (172.1 mg, 0.4418 mmol) in methanol (5 ml) was purged with nitrogen and palladium on carbon (10%, 40 mg) was added. The suspension was put under a blanket of hydrogen (1.3 atmospheres) and stirred for 3.5 hours. The suspension was filtered through a 0.45 um PTFE filter and concentrated in vacuo to afford the title compound which was used without further purification. LRMS (ESI/APCI) m/z 256 [M+H]+

Workup

  1. additionwas added
  2. filtrationThe suspension was filtered through a 0.45 um PTFE
  3. filtrationfilter
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c9634c7e72ef44cb9a8e26fe7df30e35
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

Loading…