1984
DOI: 10.1016/s0022-2275(20)37826-3
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Synthesis of polar head group homologs of all-trans-cyclopentano-phosphatidylcholine, phosphatidyl-N,N-dimethylethanolamine, and phosphatidylethanolamine.

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Cited by 11 publications
(5 citation statements)
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“…Removal of volatiles on a rotary evaporator left a yellow solid, which was washed with petroleum ether to produce 1.82 g (95%) of white crystals of 5: mp 86-88 °C, mp 88-89 °C after recrystallization from Et2G; 1H NMR (CDC13) 4.96 (d, 2 H,J= 7.5 Hz), 6.54 (br m, 1 ), Preparation of JV-[(Phenylsulfenyl)methyl]benzamide (6). Benzenethiol (0.50 mL, 536 mg, 4.88 mmol), 4 (160 mg, 1.059 mmol), and concentrated HC1 (2 Pasteur pipet drops) were heated under N2 to 60-70 °C for 1 h and then kept at room temperature for 2 h. 13 The reaction mixture was dissolved in 60 mL of CHC13 (10) (a) Haworth, R. D.; MacGillivray, R.; Peacock, D. H. J. Chem. Soc.…”
Section: Methodsmentioning
confidence: 99%
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“…Removal of volatiles on a rotary evaporator left a yellow solid, which was washed with petroleum ether to produce 1.82 g (95%) of white crystals of 5: mp 86-88 °C, mp 88-89 °C after recrystallization from Et2G; 1H NMR (CDC13) 4.96 (d, 2 H,J= 7.5 Hz), 6.54 (br m, 1 ), Preparation of JV-[(Phenylsulfenyl)methyl]benzamide (6). Benzenethiol (0.50 mL, 536 mg, 4.88 mmol), 4 (160 mg, 1.059 mmol), and concentrated HC1 (2 Pasteur pipet drops) were heated under N2 to 60-70 °C for 1 h and then kept at room temperature for 2 h. 13 The reaction mixture was dissolved in 60 mL of CHC13 (10) (a) Haworth, R. D.; MacGillivray, R.; Peacock, D. H. J. Chem. Soc.…”
Section: Methodsmentioning
confidence: 99%
“…NaI04 Oxidation of 6: Preparation of JV-[(Phenylsulfinyl)methyl]benzamide (10). To a solution of 6 (12 mg, 0.049 mmol) in 0.5 mL of CH3OH was added by Pasteur pipet at room temperature saturated NaI04/H20 (20.9 mg, 0.098 mmol).…”
Section: Methodsmentioning
confidence: 99%
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“…For example, a fluorescent probe was introduced into the molecule to assist studies of the spontaneous transfer of lipids that occurs in bilayers.IG2 Syntheses of conformationally restricted homologues of phosphatidylethanolamine and phosphatidyl-N,N-dimethylethanolamine were described in which the diacylglycerol moiety was replaced by a diacylcyclopentane-1,2,3-triol, and in which the separation between the phosphorus and the nitrogen atoms was increased incrementally from two to nine methylene units. 78 In initial attempts to prepare cyclopentano-phosphatidyl N-methylethanolamines, using methylamine as an amination reagent, extensive aminolysis (with formation of N-methylpalmitamide)…”
Section: -O-alkyl-2-acetyl-sn-glycero-3-phosphocholinesmentioning
confidence: 99%