6,7-Bis(palmitoyloxy)-4-thiaheptanoic acid t-butyl ester → 6,7-Bis(palmitoyloxy)-4-thiaheptanoic acid

HRID 1720793Notes

Reaction equation

HRID 1720793 reaction equation
C([O:5][C:6](=[O:49])[CH2:7][CH2:8][S:9][CH2:10][CH:11]([O:31][C:32](=[O:48])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:12][O:13][C:14](=[O:30])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[C:32]([O:31][CH:11]([CH2:12][O:13][C:14](=[O:30])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:10][S:9][CH2:8][CH2:7][C:6]([OH:49])=[O:5])(=[O:48])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47]

Participants

4

Reactant 1

HCID 106763126,7-Bis(palmitoyloxy)-4-thiaheptanoic acid t-butyl ester

Product 1

HCID 105562786,7-Bis(palmitoyloxy)-4-thiaheptanoic acidYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 6,7-bis(palmitoyloxy)-4-thiaheptanoic acid t-butyl ester as obtained in Reference Example 23 (4.84 g) in dichloromethane (1 ml), trifiuoroacetic acid (4 ml) was added, followed by stirring at room temperature for 1 hour. The reaction mixture was concentrated; the residue was washed with hexane to yield the title compound (4.46 g, yield 100%) as a colorless powder.

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. washthe residue was washed with hexane

Sources & evidence

ORD record
ord-2c09ea9bf063474c83422080da48e9ea
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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