Hydrochloric Acid → 10-Carboxydecyl 5-amino-4-oxopentanoate hydrochloride

HRID 1771057Notes

Reaction equation

HRID 1771057 reaction equation
C([NH:11][CH2:12][C:13](=[O:39])[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][C:29]([O:31]CC1C=CC=CC=1)=[O:30])=[O:17])(OCC1C=CC=CC=1)=O.[ClH:40].[H][H]>[Pd].CC(O)C>[ClH:40].[NH2:11][CH2:12][C:13](=[O:39])[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][C:29]([OH:31])=[O:30])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 9003456010-(benzyloxycarbonyl)decyl 5-(Cbz-amino)-4-oxopentanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 9003456410-Carboxydecyl 5-amino-4-oxopentanoate hydrochlorideYield 51.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

This compound was prepared from the product of 13b (0.60 g; 1.1 mmol), 12 M HCl (0.09 mL; 1.1 mmol), 10% Pd/C (100 mg), hydrogen gas, and 2-propanol (25 mL) using the procedure in Example 8d. 0.20 g (51%) product was obtained (white solid).

Sources & evidence

ORD record
ord-4343970d32d849169f01b05cd01c72bc
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Reaction notes

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