L-Glutamic Acid → N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valyl]-L-glutamic acid

HRID 236490Notes

Reaction equation

HRID 236490 reaction equation
[C:1]([O:20][CH:21]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH:40]=[CH:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH2:22][C:23]([NH:25][C@H:26]([C:30](O)=[O:31])[CH:27]([CH3:29])[CH3:28])=[O:24])(=[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].[NH2:50][C@H:51]([C:57]([OH:59])=[O:58])[CH2:52][CH2:53][C:54]([OH:56])=[O:55]>>[C:1]([O:20][CH:21]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH:40]=[CH:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH2:22][C:23]([NH:25][C@H:26]([C:30]([NH:50][C@H:51]([C:57]([OH:59])=[O:58])[CH2:52][CH2:53][C:54]([OH:56])=[O:55])=[O:31])[CH:27]([CH3:29])[CH3:28])=[O:24])(=[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 33032L-Glutamic AcidHCID 54067353N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valine

Product 1

HCID 54108094N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valyl]-L-glutamic acidYield 31.2%

Procedure

Starting from N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valine (2.7 g) and L-glutamic acid (2.2 g), N-[N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valyl]-L-glutamic acid (1.0 g) was obtained as powder according to a similar manner to that of Example 2.

Sources & evidence

ORD record
ord-0531239087444516ad3c28429b7494b8
Source dataset
uspto-grants-1987_02
Patent number
US04643990

Reaction notes

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