Chloroform → 1,2-Dioleoyl-sn-glycero-3-phosphocholine

HRID 54583Notes

Reaction equation

HRID 54583 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH:21]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24].[Cl-].[CH3:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]/[CH:55]=[CH:56]\[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][C:64]([O:66][CH2:67][C@@H:68]([O:81][C:82]([CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90]/[CH:91]=[CH:92]\[CH2:93][CH2:94][CH2:95][CH2:96][CH2:97][CH2:98][CH2:99][CH3:100])=[O:83])[CH2:69][O:70][P:71]([O:74][CH2:75][CH2:76][N+:77]([CH3:80])([CH3:79])[CH3:78])([O-:73])=[O:72])=[O:65].C(Cl)(Cl)[Cl:102]>>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH:21]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]/[CH:36]=[CH:37]\[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24].[Cl-:102].[CH3:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]/[CH:55]=[CH:56]\[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][C:64]([O:66][CH2:67][C@@H:68]([O:81][C:82]([CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90]/[CH:91]=[CH:92]\[CH2:93][CH2:94][CH2:95][CH2:96][CH2:97][CH2:98][CH2:99][CH3:100])=[O:83])[CH2:69][O:70][P:71]([O:74][CH2:75][CH2:76][N+:77]([CH3:80])([CH3:78])[CH3:79])([O-:73])=[O:72])=[O:65].[CH3:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]/[CH:55]=[CH:56]\[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][C:64]([O:66][CH2:67][C@@H:68]([O:81][C:82]([CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90]/[CH:91]=[CH:92]\[CH2:93][CH2:94][CH2:95][CH2:96][CH2:97][CH2:98][CH2:99][CH3:100])=[O:83])[CH2:69][O:70][P:71]([O:74][CH2:75][CH2:76][N+:77]([CH3:80])([CH3:78])[CH3:79])([O-:73])=[O:72])=[O:65]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 6438350N-(1-(2,3-dioleyloxy)propyl)-N,N,N-trimethylammoniumHCID 103503171,2-Dioleoyl-sn-glycero-3-phosphocholine

Product 2

HCID 103503171,2-Dioleoyl-sn-glycero-3-phosphocholineHCID 131716290Dotma dopc

Procedure

DOTMA/DOPC SUV's were prepared by dissolving 40 mg DOTMA and 60 mg DOPC together in chloroform and removing the solvent by drying under a stream of nitrogen gas. This dried film was placed under vacuum overnight to remove traces of solvent. The film was then suspended in 2 ml water with vigorous shaking and sonicated in a bath type sonicator for 60 minutes until clear, producing DOTHA/DOPC vesicles at a concentration of 50 mg/ml.

Workup

  1. customremoving the solvent
  2. customby drying under a stream of nitrogen gas
  3. customwas placed under vacuum overnight
  4. customto remove traces of solvent
  5. customsonicated in a bath type sonicator for 60 minutes until clear,

Sources & evidence

ORD record
ord-4b47fa3023224dd4ad90ab028285444d
Source dataset
uspto-grants-1997_04
Patent number
US05622712

Reaction notes

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