Hydrochloric Acid → 5-Carboxypentyl 5-amino-4-oxopentanoate hydrochloride

HRID 1771045Notes

Reaction equation

HRID 1771045 reaction equation
C([NH:11][CH2:12][C:13](=[O:34])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26]CC1C=CC=CC=1)=[O:25])=[O:17])(OCC1C=CC=CC=1)=O.[ClH:35].[H][H]>[Pd].CC(O)C>[ClH:35].[NH2:11][CH2:12][C:13](=[O:34])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 900345285-(benzyloxycarbonyl)pentyl 5-(Cbz-amino)-4-oxopentanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 900344855-Carboxypentyl 5-amino-4-oxopentanoate hydrochlorideYield 77%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

This compound was prepared from the product of 9b (0.45 g; 0.96 mmol), 12 M HCl (0.08 mL; 0.96 mmol), 10% Pd/C (100 mg), hydrogen gas, and 2-propanol (25 mL) using the procedure in Example 8d. 0.20 g (77%) product was obtained (white solid).

Sources & evidence

ORD record
ord-db51d748763448fbbc69141a23e4fc1c
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Reaction notes

Loading…