3-Hexadecanoyloxyoctadecanoic acid → N-[N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanyl]-L-aspartic acid

HRID 236496Notes

Reaction equation

HRID 236496 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]([NH:44][C@H:45]([C:50]([OH:52])=[O:51])[CH2:46][C:47]([OH:49])=[O:48])=[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]([NH:44][C@H:45]([C:50]([OH:52])=[O:51])[CH2:46][C:47]([OH:49])=[O:48])=[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 134890283-Hexadecanoyloxyoctadecanoic acidHCID 54544148HCID 54544148, compound

Product 1

HCID 54174625N-[N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanyl]-L-aspartic acidYield 24.8%

Procedure

Starting from 3-hexadecanoyloxyoctadecanoic acid (150 mg) prepared by the method described in Preparation A-2 (5) and N-(β-alanyl)-L-aspartic acid (150 mg), N-[N-(3-hexadecanoyloxyoctadecanoyl)-β-alanyl]-L-aspartic acid (50 mg) was obtained as powder according to a similar manner to that of Example 2.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-d44b5d8c9247487fb9d5673496032423
Source dataset
uspto-grants-1987_02
Patent number
US04643990

Reaction notes

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