HCID 67508583, compound → HCID 72698297, compound

HRID 1770685Notes

Reaction equation

HRID 1770685 reaction equation
[OH:1][CH:2]([CH2:23][OH:24])[CH2:3][S:4]([CH2:7][CH2:8][C:9]([NH:12]C(=O)OCC1C=CC=CC=1)([CH3:11])[CH3:10])(=[O:6])=[O:5].[H][H]>CO.[Pd]>[NH2:12][C:9]([CH3:11])([CH3:10])[CH2:8][CH2:7][S:4]([CH2:3][CH:2]([OH:1])[CH2:23][OH:24])(=[O:6])=[O:5]

Participants

5

Reactant 2

HCID 67508583HCID 67508583, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 72698297HCID 72698297, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 4-(2,3-dihydroxypropylsulfonyl)-2-methylbutan-2-ylcarbamate (2.34 g, 10.4 mmol) in methanol (50 ml) was purged with nitrogen and palladium on carbon (10%, 230 mg) was added. The suspension was put under a blanket of hydrogen (1.3 atmospheres) and stirred for 2 hours. The suspension was filtered through Celite® and concentrated in vacuo to afford the title compound which was used without further purification. LRMS (ESI/APCI) m/z 226 [M+H]+.

Workup

  1. additionwas added
  2. filtrationThe suspension was filtered through Celite®
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-84ea170395ba4d65abb25f4003b3fd70
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

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