Hydrochloric Acid → 7-Carboxyheptyl 5-amino-4-oxopentanoate hydrochloride

HRID 1771048

Reaction equation

HRID 1771048 reaction equation
C([NH:11][CH2:12][C:13](=[O:36])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28]CC1C=CC=CC=1)=[O:27])=[O:17])(OCC1C=CC=CC=1)=O.[ClH:37].[H][H]>[Pd].CC(O)C>[ClH:37].[NH2:11][CH2:12][C:13](=[O:36])[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 900344997-(benzyloxycarbonyl)heptyl 5-(Cbz-amino)-4-oxopentanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 900344977-Carboxyheptyl 5-amino-4-oxopentanoate hydrochlorideYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

This compound was prepared from the product of 10b (0.70 g; 1.4 mmol), 12 M HCl (0.12 mL; 1.4 mmol), 10% Pd/C (100 mg), hydrogen gas, and 2-propanol (25 mL) using the procedure in Example 8d. 0.30 g (70%) product was obtained (white solid).

Sources & evidence

ORD record
ord-887101cd9ad64a7a8858326e84974336
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Linked notes

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