HCID 69285481, compound → HCID 69285472, compound

HRID 2225276Notes

Reaction equation

HRID 2225276 reaction equation
[C:1]([NH:5][C@@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13](=[O:26])[CH2:14][NH:15]C(=O)OCC2C=CC=CC=2)[C@H:8]([CH2:27][OH:28])[CH2:7]1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:15][CH2:14][C:13]([NH:12][C@H:9]1[CH2:10][CH2:11][C@@H:6]([NH:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:7][C@H:8]1[CH2:27][OH:28])=[O:26]

Participants

4

Reactant 1

HCID 69285481HCID 69285481, compound

Product 1

HCID 69285472HCID 69285472, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 2-((1S,2R,4R)-4-(tert-butylamino)-2-(hydroxymethyl)cyclohexylamino)-2-oxoethylcarbamate (4.0 g, 0.01 mol), in 30 mL of MeOH was treated with 0.5 g of 10% Pd/C and hydrogenated overnight at 55 psi. The mixture was filtered through Celite and concentrated on a rotary evaporator to give 2-amino-N-((1S,2R,4R)-4-(tert-butylamino)-2-(hydroxymethyl)cyclohexyl)acetamide as a white solid. This was used without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-ceae14ab60de4c6f9e06e599fc2bb5d7
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

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