Methanol → HCID 178477595, compound

HRID 1044387Notes

Reaction equation

HRID 1044387 reaction equation
[O:1]=[C:2]1[C@@:6]2([CH2:11][CH2:10][CH2:9][N:8](C(OCC3C=CC=CC=3)=O)[CH2:7]2)[CH2:5][CH2:4][N:3]1[C@H:22]1[CH2:27][CH2:26][C@H:25]([O:28][Si:29]([CH2:34][CH3:35])([CH2:32][CH3:33])[CH2:30][CH3:31])[CH2:24][CH2:23]1.CO>[Pd]>[CH2:32]([Si:29]([CH2:30][CH3:31])([CH2:34][CH3:35])[O:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([N:3]2[CH2:4][CH2:5][C@:6]3([CH2:11][CH2:10][CH2:9][NH:8][CH2:7]3)[C:2]2=[O:1])[CH2:23][CH2:24]1)[CH3:33]

Participants

4

Reactant 2

HCID 887MethanolHCID 178477596HCID 178477596, compound

Product 1

HCID 178477595HCID 178477595, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of benzyl (5S)-1-oxo-2-{trans-4-[(triethylsilyl)oxy]cyclohexyl}-2,7-diazaspiro[4.5]decane-7-carboxylate (2.4 g, 0.0048 mol) in methanol (10 mL, 0.2 mol) was added Pd/C, and the suspension was stirred at rt under a H2 balloon for 1.5 h. The inorganics were filtered and the filtrate was concentrated to afford the desired product.

Workup

  1. filtrationThe inorganics were filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-da8bca61678646aeb0250b4a9ab7955f
Source dataset
uspto-grants-2013_10
Patent number
US08563570B2

Reaction notes

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