L-Valine → N-[3-(Hexadecanoyloxy)octadecanoyl]-L-valine

HRID 1903539

Reaction equation

HRID 1903539 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][C@H:40]([C:44]([OH:46])=[O:45])[CH:41]([CH3:43])[CH3:42]>>[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][C@H:40]([C:44]([OH:46])=[O:45])[CH:41]([CH3:43])[CH3:42])=[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 6287L-ValineHCID 134890283-Hexadecanoyloxyoctadecanoic acid

Product 1

HCID 53729937N-[3-(Hexadecanoyloxy)octadecanoyl]-L-valineYield 62.6%

Procedure

Starting from 3-hexadecanoyloxyoctadecanoic acid (10.8 g) prepared by the method described in Preparation 2 and L-valine (5.85 g), N-(3-hexadecanoyloxyoctadecanoyl)-L-valine (8 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-0c9a9ed305bb419185ca0479af480b18
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Linked notes

Loading…