HCID 86722959, compound → HCID 86722960, compound

HRID 1404355Notes

Reaction equation

HRID 1404355 reaction equation
C([O:8][C:9](=[O:36])[CH2:10][C:11]1([OH:35])[CH2:16][CH2:15][CH:14]([N:17]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:18][CH2:19][NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:13][CH2:12]1)C1C=CC=CC=1>CO.[Pd]>[C:31]([O:30][C:28]([N:17]([CH2:18][CH2:19][NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:14]1[CH2:13][CH2:12][C:11]([CH2:10][C:9]([OH:36])=[O:8])([OH:35])[CH2:16][CH2:15]1)=[O:29])([CH3:33])([CH3:34])[CH3:32]

Participants

4

Reactant 1

HCID 86722959HCID 86722959, compound

Product 1

HCID 86722960HCID 86722960, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of {4-[tert-Butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-1-hydroxy-cyclohexyl}-acetic acid benzyl ester (0.540 g, 1.07 mmol) in methanol (15 mL) was purged with argon for 5 min. Palladium on carbon (10%, 0.127 g) was added, the flask evacuated, and the reaction stirred under a H2 atmosphere for 19 hr. The reaction was filtered through a Celite-plugged filter frit, washed with methanol and DCM, and concentrated. The crude product was carried forward without purification. ESI-MS m/z 439 (M+Na)+.

Workup

  1. customthe flask evacuated
  2. filtrationThe reaction was filtered through a Celite-plugged filter frit
  3. washwashed with methanol and DCM
  4. concentrationconcentrated
  5. customThe crude product was carried forward without purification

Sources & evidence

ORD record
ord-f8f9523c01b84e76839b5fb9d171c617
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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