4-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-N-(1,3-bis(t-butyloxycarbonyl)propyl)phthalimide → 4-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-N-(1,3-bis(hydroxycarbonyl)propyl)phthalimide

HRID 1720835Notes

Reaction equation

HRID 1720835 reaction equation
[C:1]([O:18][CH:19]([CH2:55][O:56][C:57](=[O:73])[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][CH2:71][CH3:72])[CH2:20][S:21][CH2:22][CH2:23][C:24]([NH:26][C:27]1[CH:28]=[C:29]2[C:34](=[O:35])[N:33]([CH:36]([C:46]([O:48]C(C)(C)C)=[O:47])[CH2:37][CH2:38][C:39]([O:41]C(C)(C)C)=[O:40])[C:31](=[O:32])[C:30]2=[CH:53][CH:54]=1)=[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][CH:19]([CH2:55][O:56][C:57](=[O:73])[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][CH2:71][CH3:72])[CH2:20][S:21][CH2:22][CH2:23][C:24]([NH:26][C:27]1[CH:28]=[C:29]2[C:34](=[O:35])[N:33]([CH:36]([C:46]([OH:48])=[O:47])[CH2:37][CH2:38][C:39]([OH:41])=[O:40])[C:31](=[O:32])[C:30]2=[CH:53][CH:54]=1)=[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 224185684-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-N-(1,3-bis(t-butyloxycarbonyl)propyl)phthalimide

Product 1

HCID 224186284-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-N-(1,3-bis(hydroxycarbonyl)propyl)phthalimideYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-N-(1,3-bis(t-butyloxycarbonyl)propyl)phthalimide as obtained in Example 64 (191 mg) in trifiuoroacetic acid (5 ml) was stirred at room temperature for 4 hours, followed by concentration, to yield the title compound (170 mg, yield 100%) as a colorless crystal.

Workup

  1. concentrationfollowed by concentration

Sources & evidence

ORD record
ord-6269e850d4ad45c9b9d2253d0e4baa29
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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