Hydrochloric Acid → HCID 131719378, compound

HRID 1720812Notes

Reaction equation

HRID 1720812 reaction equation
C([O:5][C:6](=[O:85])[C@H:7]([CH2:76][CH2:77][C:78]([O:80]C(C)(C)C)=[O:79])[NH:8][C:9](=[O:75])[CH2:10][NH:11][C:12](=[O:74])[CH2:13][NH:14][C:15](=[O:73])[C@H:16]([CH2:62][CH2:63][CH2:64][NH:65]C(OC(C)(C)C)=O)[NH:17][C:18](=[O:61])[CH2:19][CH2:20][S:21][CH2:22][CH:23]([O:43][C:44](=[O:60])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:24][O:25][C:26](=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])(C)(C)C.[ClH:86]>C(O)(=O)C>[ClH:86].[C:44]([O:43][CH:23]([CH2:24][O:25][C:26](=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:22][S:21][CH2:20][CH2:19][C:18]([NH:17][C@H:16]([C:15]([NH:14][CH2:13][C:12]([NH:11][CH2:10][C:9]([NH:8][C@H:7]([C:6]([OH:85])=[O:5])[CH2:76][CH2:77][C:78]([OH:80])=[O:79])=[O:75])=[O:74])=[O:73])[CH2:62][CH2:63][CH2:64][NH2:65])=[O:61])(=[O:60])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131719380HCID 131719380, compound

Product 1

HCID 131719378HCID 131719378, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To N(alpha)-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)-N(delta)-(t-butyloxycarbonyl)ornitylglycylglycylglutamic acid di-t-butyl ester as obtained in Example 13 (180 mg), a 4N solution of hydrochloric acid (4 ml) in acetic acid was added, followed by stirring at room temperature for 17 hours. The solvent was distilled off to yield the title compound (150 mg, yield 100%) as a colorless crystal.

Workup

  1. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-39cf2d40327d4ab2a69d50609e4b2590
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

Loading…