Chloroform → N-(1-(2,3-dioleyloxy)propyl)-N,N,N-trimethylammonium

HRID 1709066Notes

Reaction equation

HRID 1709066 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][C:18]([O:20][CH2:21][CH:22]([O:34][C:35]([CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH:44]=[CH:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])=O)[CH2:23]OP(OCC(O)CO)(O)=O)=O.CCCCCCCC/C=C\CCCCCCCC(OC[C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OC[CH2:83][N+:84](C)([CH3:86])[CH3:85])([O-])=O)=O.C1(=O)NC(=O)C=C1.CCCCCCCCC=CCCCCCCCC(OCC(OC(CCCCCCCC=CCCCCCCCC)=O)COP(OCC(O)CO)(O)=O)=O.CCCCCCCC/C=C\CCCCCCCC(OC[C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O)=O.C(Cl)(Cl)[Cl:223]>>[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:20][CH2:21][CH:22]([O:34][CH2:35][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]/[CH:44]=[CH:45]\[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[CH2:23][N+:84]([CH3:86])([CH3:85])[CH3:83].[Cl-:223]

Participants

6

Reactant 5

HCID 6212ChloroformHCID 10935Maleimide2×HCID 1191201,2-Dioleoyl-sn-glycero-3-phospho(1-rac-glycerol)HCID 103503171,2-Dioleoyl-sn-glycero-3-phosphocholineHCID 131716291Dopg dopc

Product 1

HCID 6438350N-(1-(2,3-dioleyloxy)propyl)-N,N,N-trimethylammonium

Procedure

DOPG/DOPC sonicated vesicles containing maleimide-PE were prepared by dissolving 16 mg DOPG, 24 mg DOPC and 0.4 mg maleimide-PE 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 0.8 ml water with vigorous shaking and sonicated in a bath type sonicator for 30 minutes until clear producing DOTMA/DOPPC SUV's at a concentration of 50 mg/ml.

Workup

  1. customwere prepared
  2. customremoving the solvent
  3. customby drying under a stream of nitrogen gas
  4. customwas placed under vacuum overnight
  5. customto remove traces of solvent
  6. customsonicated in a bath type sonicator for 30 minutes

Sources & evidence

ORD record
ord-c3ec95f0568040cdacff9f366921d38a
Source dataset
uspto-grants-1990_08
Patent number
US04946787

Reaction notes

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