Butyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-ethyl-1,3-oxazole-4-carboxylate → HCID 86648604, compound

HRID 1425138Notes

Reaction equation

HRID 1425138 reaction equation
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH2:30][CH3:31])=[C:21]([C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24])[N:22]=2)[CH2:14][C@H:13]1[O:32][CH2:33][CH2:34][CH3:35])=O)C1C=CC=CC=1>[Pd].CO>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH2:30][CH3:31])=[C:21]([C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24])[N:22]=2)[CH2:14][C@H:13]1[O:32][CH2:33][CH2:34][CH3:35]

Participants

4

Reactant 1

HCID 86648605Butyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-ethyl-1,3-oxazole-4-carboxylate

Product 1

HCID 86648604HCID 86648604, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The same operation as in Example (95b) was performed using butyl cis(±)-2-(4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-ethyl-1,3-oxazole-4-carboxylate obtained in Example (113g) (1.01 g, 2.1 mmol), 10% Pd/C (0.25 g) and methanol (15 mL), to obtain 0.70 g of the title compound as a light yellow oily substance (95%).

Sources & evidence

ORD record
ord-671d8bc24d0f48a8964f2bbc5bc4b0e4
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Reaction notes

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