Hydrochloric Acid → 15-Carboxypentadecyl 5-amino-4-oxopentanoate hydrochloride

HRID 1771064Notes

Reaction equation

HRID 1771064 reaction equation
C([NH:11][CH2:12][C:13](=[O:44])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36]CC1C=CC=CC=1)=[O:35])=[O:17])(OCC1C=CC=CC=1)=O.[ClH:45].[H][H]>[Pd].CC(O)C>[ClH:45].[NH2:11][CH2:12][C:13](=[O:44])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 9003448615-(benzyloxycarbonyl)pentadecyl 5-(Cbz-amino)-4-oxopentanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 9003455015-Carboxypentadecyl 5-amino-4-oxopentanoate hydrochlorideYield 19.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

This compound was prepared from the product of 15b (0.45 g; 0.74 mmol), 12 M HCl (0.062 mL; 0.74 mmol), 10% Pd/C (100 mg), hydrogen gas, and 2-propanol (25 mL) using the procedure in Example 8d. 0.06 g (19%) product was obtained (white solid).

Sources & evidence

ORD record
ord-aff58484b1774016bfd41e66c608414f
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Reaction notes

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