HCID 131728271, compound → HCID 131728273, compound

HRID 500300Notes

Reaction equation

HRID 500300 reaction equation
[CH2:1]([N:8](C)[C@H:9]([C:11]([C@:13]([CH3:23])([OH:22])[C:14]([N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:15])=[O:12])[CH3:10])C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2].[C]>[CH3:1][NH:8][C@H:9]([C:11]([C@:13]([CH3:23])([OH:22])[C:14]([N:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1)=[O:15])=[O:12])[CH3:10]

Participants

5

Reactant 2

HCID 131728271HCID 131728271, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131728273HCID 131728273, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 702EthanolSolvent

Procedure

3.3 g (9.9 mmol) of N-benzyl-N-methyl-L-alanyl-D-lactic acid piperidide are hydrogenated in 100 ml of ethanol in the presence of 0.35 g of Pd(OH)2-carbon [20% Pd content] until absorption of hydrogen is complete (about 4 hours). After filtering off the catalyst, the entire reaction solution is concentrated in vacuo. 2.4 g (100% of theory) of N-methyl-L-alanyl-D-lactic acid piperidide are obtained.

Workup

  1. custom(about 4 hours)
  2. filtrationAfter filtering off the catalyst
  3. concentrationthe entire reaction solution is concentrated in vacuo

Sources & evidence

ORD record
ord-0df5ecb95e2a46e6922897df34328178
Source dataset
uspto-grants-2010_08
Patent number
US07772190B2

Reaction notes

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