epsilon-(Benzyloxycarbonyl)-L-lysine → HCID 86741315, compound

HRID 236506Notes

Reaction equation

HRID 236506 reaction equation
[C:1]([O:18][CH:19]([CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[CH2:20][C:21]([NH:23][C@H:24]([C:40](O)=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])=[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].[CH2:58]([O:65][C:66]([NH:68][CH2:69][CH2:70][CH2:71][CH2:72][C@@H:73]([C:75]([OH:77])=[O:76])[NH2:74])=[O:67])[C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1>>[C:1]([O:18][CH:19]([CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[CH2:20][C:21]([NH:23][C@H:24]([C:40]([NH:74][C@H:73]([C:75]([OH:77])=[O:76])[CH2:72][CH2:71][CH2:70][CH2:69][NH:68][C:66]([O:65][CH2:58][C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1)=[O:67])=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])=[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 1715626epsilon-(Benzyloxycarbonyl)-L-lysineHCID 70533277Nalpha-(3-hexadecanoyloxyoctadecanoyl)-Nepsilon-benzyloxycarbonyl-L-lysine

Product 1

HCID 86741315HCID 86741315, compoundYield 67.8%

Procedure

Starting from N-hydroxysuccinimide ester of Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine (3 g) prepared by the method described in Example 20 (1), and Nε -benzyloxycarbonyl-L-lysine (2.24 g), Nα -[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-Nε -benzyloxycarbonyl-L-lysine (2.7 g) was obtained as crystals according to a similar manner to that of Example 16 (2).

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-b087f1b601174045bf9e00628e47669c
Source dataset
uspto-grants-1987_02
Patent number
US04643990

Reaction notes

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