HCID 77757662, compound → HCID 88097363, compound

HRID 1634850Notes

Reaction equation

HRID 1634850 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH:5]([NH:10][C:11](=[O:29])[C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][CH:21]([CH:24](OC)[O:25]C)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2]>C(Cl)Cl.FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4](=[O:30])[C@H:5]([NH:10][C:11](=[O:29])[C:12]1[CH:13]=[CH:14][C:15]([N:18]2[CH2:19][CH2:20][CH:21]([CH:24]=[O:25])[CH2:22][CH2:23]2)=[CH:16][CH:17]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2]

Participants

4

Reactant 1

HCID 77757662HCID 77757662, compound

Product 1

HCID 88097363HCID 88097363, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (2S)-2-{{[4-(4-(dimethoxymethyl)piperidin-1-yl)benzoyl]-amino}-4-methylpentanoic acid ethyl ester (0.163 g, 0.4 mmol) in methylene chloride (3 mL) and trifluoroacetic acid (0.210 mL) was stirred at ambient temperature for 2 hours. The reaction mixture was diluted with methylene chloride and washed with saturated sodium bicarbonate, brine, and dried (Na2SO4). Removal of solvent in vacuo afforded the crude aldehyde which was used directly in the following step.

Workup

  1. washwashed with saturated sodium bicarbonate, brine
  2. dry with materialdried (Na2SO4)
  3. customRemoval of solvent in vacuo

Sources & evidence

ORD record
ord-1c23cd78cb8548c3a247b48f9dbc272a
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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