HCID 86665532, compound → HCID 86665531, compound

HRID 1770713Notes

Reaction equation

HRID 1770713 reaction equation
[O:1]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:13][S:14]([CH2:17][CH2:18][C:19]([NH:22]C(=O)OCC1C=CC=CC=1)([CH3:21])[CH3:20])(=[O:16])=[O:15]>CO.[Pd]>[O:1]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:13][S:14]([CH2:17][CH2:18][C:19]([CH3:21])([NH2:22])[CH3:20])(=[O:16])=[O:15]

Participants

4

Reactant 1

HCID 86665532HCID 86665532, compound

Product 1

HCID 86665531HCID 86665531, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 4-((1,4,7,10-tetraoxacyclododecan-2-yl)methylsulfonyl)-2-methylbutan-2-ylcarbamate (120.8 mg, 0.255 mmol) in methanol (1 ml) was put under N2, and 10% palladium on carbon (30 mg) was added. The vessel was purged with hydrogen (1.3 atmospheres) and the suspension stirred for 3.5 hours. The suspension was filtered through a polytetrafluoroethylene filter (0.45 um), and the filtrate concentrated in vacuo to give the title compound as a clear oil (quantitative); LRMS (ESI/APCI) m/z 340 [M]+.

Workup

  1. customThe vessel was purged with hydrogen (1.3 atmospheres)
  2. filtrationThe suspension was filtered through a polytetrafluoroethylene
  3. filtrationfilter (0.45 um)
  4. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-80756ce1b4ce439fa2478fd7fef6310b
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

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