Beta-Alanine → N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanine

HRID 1903541Notes

Reaction equation

HRID 1903541 reaction equation
[C:1]([O:18][CH:19]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:20][C:21]([OH:23])=O)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:39][CH2:40][CH2:41][C:42]([OH:44])=[O:43]>>[C:1]([O:18][CH:19]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:20][C:21]([NH:39][CH2:40][CH2:41][C:42]([OH:44])=[O:43])=[O:23])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 239Beta-AlanineHCID 134890283-Hexadecanoyloxyoctadecanoic acid

Product 1

HCID 20216758N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanineYield 76.3%

Procedure

Starting from 3-hexadecanoyloxyoctadecanoic acid (10.8 g) prepared by the method described in Preparation 2 and β-alanine (5.36 g), N-(3-hexadecanoyloxyoctadecanoyl)-β-alanine (9.33 g) was obtained as crystals according to a similar manner to that of Example 6.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-251ac79fff7f4ecf9a3ecf00ddd3b635
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Reaction notes

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