1988
DOI: 10.1016/s0040-4039(00)86684-8
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Synthesis of phosphonosphingoglycolipid found in marine snail turbo cornutus

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Cited by 17 publications
(6 citation statements)
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“…After drying with MgS04 and removing hexane under vacuum, final purification by silica hplc (15% EtOAc/hexane) gave 1.0 mg of a nonpolar compound as the major product. This compound was subjected to gc under standard conditions and was detected as pure methyl palmitate; eims mlz 270 (72), 239 (26), 227 (39), 213 (8), 199 (13), 185 (15), 171 (14), 149(33), 143 (37), 87 (89), 74 (100).…”
Section: Experimental General Experimentalmentioning
confidence: 99%
See 1 more Smart Citation
“…After drying with MgS04 and removing hexane under vacuum, final purification by silica hplc (15% EtOAc/hexane) gave 1.0 mg of a nonpolar compound as the major product. This compound was subjected to gc under standard conditions and was detected as pure methyl palmitate; eims mlz 270 (72), 239 (26), 227 (39), 213 (8), 199 (13), 185 (15), 171 (14), 149(33), 143 (37), 87 (89), 74 (100).…”
Section: Experimental General Experimentalmentioning
confidence: 99%
“…The molecular formula of C34H67N03 was deduced using a combination of eims and 13C-nmr data. The structure of this compound was determined as N-palmitoyloctadecasphinga-4(E)-ene by comparison of spectral data with compounds 1-3-A literature survey revealed that 4 has been isolated from beef spleen and synthesized by various methods (12)(13)(14)(15)(16). To determine the absolute stereochemistry of the asymmetric carbon centers at C-2 and C-3, 4 was synthesized following the methods described by Shibuya etal.…”
mentioning
confidence: 99%
“…Similar report can also be found in literature. [20] According to a literature procedure, [14,18] compound 4a was initially converted to its triflate followed by substitution with NaN 3 in dimenthylformamide (DMF). To our surprise, beside the desired azido product 5, 38% yield of elimination product compound 6 was also obtained.…”
Section: Resultsmentioning
confidence: 99%
“…Arbuzov reaction was made in this step based on reference procedures . A round‐bottom flask equipped with a reflux condenser was charged with 1,2‐dibromoethane (5.515 mL, 64.00 mmol, 4.00 eq.)…”
Section: Methodsmentioning
confidence: 99%