Serine, glycyl- → N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]glycyl]-L-serine

HRID 1903552Notes

Reaction equation

HRID 1903552 reaction equation
[C:1]([O:20][CH:21]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:22][C:23]([OH:25])=O)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:43][CH2:44][C:45]([NH:47][C@H:48]([C:51]([OH:53])=[O:52])[CH2:49][OH:50])=[O:46]>>[C:1]([O:20][CH:21]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:22][C:23]([NH:43][CH2:44][C:45]([NH:47][C@H:48]([C:51]([OH:53])=[O:52])[CH2:49][OH:50])=[O:46])=[O:25])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 73086Serine, glycyl-HCID 536822073-(9-Octadecenoyloxy)-11-eicosenoic acid

Product 1

HCID 53846920N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]glycyl]-L-serineYield 62.5%

Procedure

Starting from 3-(9-octadecenoyloxy)-11-eicosenoic acid (0.54 g) and N-glycyl-L-serine (0.4 g), N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]glycyl]-L-serine (0.42 g) was obtained as powders according to a similar manner to that of Example 6.

Sources & evidence

ORD record
ord-debe590fc9f2426aa029053524cda33d
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Reaction notes

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