HCID 10542617, compound → HCID 131725148, compound

HRID 496247Notes

Reaction equation

HRID 496247 reaction equation
[C:1]([N:8]1[CH2:16][C@@H:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:14][C@H:9]1[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>O=[Pt]=O.CO>[C:1]([N:8]1[CH2:16][C@@H:15]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:14][C@H:9]1[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 10542617HCID 10542617, compound

Product 1

HCID 131725148HCID 131725148, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-BOC-4(R)-phenyl-(L)-proline, methyl ester from Example 61, Step B (0.165 g, 0.54 mmol), PtO2 (0.1 g, 0.44 mmol) and MeOH was shaken under 50 psi of H2 overnight. The reaction was filtered through a pad of celite and concentrated in vacuo to afford N-BOC-4(R)-cyclohexyl-(L)-proline, methyl ester which was used without further purification.

Workup

  1. filtrationThe reaction was filtered through a pad of celite
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-916a186461ca4f54add585d7174aaf13
Source dataset
uspto-grants-2005_09
Patent number
US06943180B2

Reaction notes

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