HCID 67508320, compound → HCID 86665516, compound

HRID 1770694Notes

Reaction equation

HRID 1770694 reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][S:13]([CH2:16][CH2:17][C:18]([NH:21]C(=O)OCC1C=CC=CC=1)([CH3:20])[CH3:19])(=[O:15])=[O:14])(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][S:13]([CH2:16][CH2:17][C:18]([NH2:21])([CH3:20])[CH3:19])(=[O:14])=[O:15])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 67508320HCID 67508320, compound

Product 1

HCID 86665516HCID 86665516, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl 4-(2-(2-(2-acetoxyethoxy)ethoxy)ethylsulfonyl)-2-methylbutan-2-ylcarbamate (440.2 mg, 0.959 mmol) in methanol (5 ml) was added Pd on carbon (10%, 83 mg). The suspension was put under a N2 atmosphere and H2 (1.3 atm) introduced. The suspension was stirred for 1.5 hours, filtered (0.45 um, PTFE), and concentrated in vacuo. The residue was used without any further purification. LRMS (ESI/APCI) m/z 326 [M+H]+.

Workup

  1. additionH2 (1.3 atm) introduced
  2. filtrationfiltered (0.45 um, PTFE)
  3. concentrationconcentrated in vacuo
  4. customThe residue was used without any further purification

Sources & evidence

ORD record
ord-fe8c8ddf72b6417a8a3ac0ebdec40e9f
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

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