HCID 86749436, compound → HCID 54266952, compound

HRID 1720828Notes

Reaction equation

HRID 1720828 reaction equation
[C:1]([O:18][C@H:19]([CH2:54][O:55][C:56](=[O:72])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])[CH2:20][S:21][CH2:22][CH2:23][S:24]([N:27]([CH2:35][C:36]1[CH:53]=[CH:52][C:39]([C:40]([NH:42][C@H:43]([C:49]([OH:51])=[O:50])[CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[O:41])=[CH:38][CH:37]=1)C(OC(C)(C)C)=O)(=[O:26])=[O:25])(=[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]>FC(F)(F)C(O)=O>[C:1]([O:18][C@H:19]([CH2:54][O:55][C:56](=[O:72])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])[CH2:20][S:21][CH2:22][CH2:23][S:24]([NH:27][CH2:35][C:36]1[CH:53]=[CH:52][C:39]([C:40]([NH:42][C@H:43]([C:49]([OH:51])=[O:50])[CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[O:41])=[CH:38][CH:37]=1)(=[O:26])=[O:25])(=[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 1

HCID 86749436HCID 86749436, compound

Product 1

HCID 54266952HCID 54266952, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-(N-(2-((2R)-2,3-bis(palmitoyloxy)propylthio)-ethylsulfonyl)-N-t-butyloxycarbonylaminomethyl)benzoyl -glutamic acid de-t-butyl ester as obtained in Example 56 (108 mg) in trifiuoroacetic acid (1 ml) was stirred at room temperature for 1 hour, followed by concentration to dryness under reduced pressure, to yield the title compound (89 mg, yield 100%) as a colorless solid.

Workup

  1. concentrationfollowed by concentration to dryness under reduced pressure

Sources & evidence

ORD record
ord-ee9da90854dd44aba50fce749b946bdb
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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