Serine, glycyl- → N-[N-(2-hexadecanoyloxyhexadecanoyl)glycyl]-L-serine

HRID 1903545Notes

Reaction equation

HRID 1903545 reaction equation
[C:1]([O:18][CH:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[C:20]([OH:22])=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].[NH2:37][CH2:38][C:39]([NH:41][C@H:42]([C:45]([OH:47])=[O:46])[CH2:43][OH:44])=[O:40]>>[C:1]([O:18][CH:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[C:20]([NH:37][CH2:38][C:39]([NH:41][C@H:42]([C:45]([OH:47])=[O:46])[CH2:43][OH:44])=[O:40])=[O:22])(=[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 73086Serine, glycyl-HCID 133718622-Hexadecanoyloxyhexadecanoic acid

Product 1

HCID 54286469N-[N-(2-hexadecanoyloxyhexadecanoyl)glycyl]-L-serineYield 60.9%

Procedure

Starting from 2-hexadecanoyloxyhexadecanoic acid (128 mg) prepared by the method described in Preparation 7 and N-glycyl-L-serine (162 mg), N-[N-(2-hexadecanoyloxyhexadecanoyl)glycyl]-L-serine (100 mg) was obtained as powders according to a similar manner to that of Example 6.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-238dc0afe3074d458ea6cb3691ffff6e
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Reaction notes

Loading…