Dichloromethane → 6,7-Bis(octadecylcarbamoyloxy)-4-thiaheptanoic acid

HRID 1720791Notes

Reaction equation

HRID 1720791 reaction equation
C([O:5][C:6](=[O:57])[CH2:7][CH2:8][S:9][CH2:10][CH:11]([O:35][C:36](=[O:56])[NH:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[CH2:12][O:13][C:14](=[O:34])[NH: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][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])(C)(C)C.ClCCl>FC(F)(F)C(O)=O>[CH2:38]([NH:37][C:36]([O:35][CH:11]([CH2:12][O:13][C:14](=[O:34])[NH: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][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:10][S:9][CH2:8][CH2:7][C:6]([OH:57])=[O:5])=[O:56])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 539260876,7-Bis(octadecylcarbamoyloxy)-4-thiaheptanoic acid t-butyl ester

Product 1

HCID 224186236,7-Bis(octadecylcarbamoyloxy)-4-thiaheptanoic acidYield 99%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 6,7-bis(octadecylcarbamoyloxy)-4-thiaheptanoic acid t-butyl ester as obtained in Reference Example 7 (1010 mg) in trifiuoroacetic acid (3 ml)-dichloromethane (0.5 ml) was stirred at room temperature for 1 hour, followed by solvent concentration under reduced pressure, to yield the title compound (938 mg, yield 99%) as a colorless solid.

Workup

  1. concentrationfollowed by solvent concentration under reduced pressure

Sources & evidence

ORD record
ord-09bb160174b84a9c93262a57769a540c
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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