95646-05-2

Basic information

• Product Name: 3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol
• Synonyms: 3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol
• CAS NO: 95646-05-2
• Molecular Weight: 480.763
• Mol File: 95646-05-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol(95646-05-2)
• EPA Substance Registry System: 3(S)-<(tert-butyldiphenylsilyl)oxy>-1,2-bis-O-(isopropylidene)-5(Z)-undecene-1,2(R)-diol(95646-05-2)

Safety Data

• Hazardous Substances Data: 95646-05-2(Hazardous Substances Data)

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 50629-31-7 2,3:4,5-di-O-isopropylidene-D-arabinose diethyldithioacetal 
• 93292-41-2 2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-O-isopropylidene-D-erythro-pentose diethyl dithioacetal 
• 4762-26-9 hexyltriphenylphosphonium bromide 
• 93292-42-3 2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose 
• 16666-79-8 hexylidenetriphenylphosphoran 
• 1941-50-0 D-arabinose diethyl dithioacetal 
• 10323-20-3 D-Arabinose 
• 64722-92-5 2-deoxy-4,5-O-isopropylidene-D-erythro-pent-1-enose diethyl dithioacetal 
• 67320-20-1 1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol 

Downstream Products

• 218162-93-7 4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienyl-1-ol 
• 218162-92-6 ethyl-4(S)-<(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-dodecadienoate 
• 218162-94-8 methyl-5,5-(dimethylenedithio)-12(S)-<(tert-butyldiphenylsilyl)oxy>-6(E),10(E),14(Z)-eicosatetraenoate 
• 82493-59-2 ethyl 5(S)-(benzoyloxy)-12(R)-<(tert-butyldiphenylsilyl)oxy>-6(Z),8(E),10(E),14(Z)-icosatetraenoate 
• 82498-75-7 ethyl 6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E).4(E),8(Z)-tetradecatrienoate 
• 100311-75-9 4(R)-<(tert-butyldiphenylsilyl)oxy>dodeca-2(E),6(Z)-dienal 
• 100428-42-0 2(R)-<(tert-butyldiphenylsilyl)oxy>dec-4(Z)-enal 
• 82493-56-9 <6(R)-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E),8(Z)-tetradecatrien-1-yl>triphenylphosphonium bromide 
• 71160-24-2 Leukotriene B 
• 100311-67-9 methyl 12(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),8,10(E),14(Z)-eicosatetraenoate 
• 100311-78-2 (5Z,8Z,10E,14Z)-(S)-12-(tert-Butyl-diphenyl-silanyloxy)-icosa-5,8,10,14-tetraenoic acid 
• 100311-74-8 <(tert-butyldiphenylsilyl)oxy>-2(E),6(Z)-decedienal 
• 54397-83-0 12-hydroxyeicosatetraenoic acid 
• 164932-95-0 (3S)-(1E,5Z)-3-O-((tert-butyldiphenylsilyl)oxy)-1-iodo-1,5-undecadiene 

Relevant articles and documents

The total synthesis of 5-oxo-12(s)-hydroxy-6(e),8(z),10(e),14(z)- eicosatetraenoic acid and its 8,9-trans-isomer and their identification in human platelets

The first total synthesis of 5-oxo-12(S)-hydroxy-6(E),8(Z),10(E), 14(Z)- eicosatetraenoic acid (5-oxo-12-HETE) 6 and its 8-trans-isomer 7 is reported. The synthetic 5-oxo-12-HETE 6 and its 8,9-trans-isomer 7 were used to identify their formation in mixtures of platelets and neutrophils by transcellular metabolism.

The Total Synthesis of 12-HETE and 12,20-DiHETE

The total syntheses of 12-HETE (1) in racemic form and of both enantiomers in optically pure form are reported.The synthesis of a metabolite of 12(S)-HETE, 12,20-diHETE (2), in optically pure form is also reported.