78513-04-9

Basic information

• Product Name: (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester
• Synonyms: (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester
• CAS NO: 78513-04-9
• Molecular Weight: 406.5
• Mol File: 78513-04-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester(78513-04-9)
• EPA Substance Registry System: (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester(78513-04-9)

Safety Data

• Hazardous Substances Data: 78513-04-9(Hazardous Substances Data)

Upstream product

• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 78469-77-9 ((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 104144-32-3 (2S,3S)-2-Benzyloxymethyl-3-(2-methoxy-phenoxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane 
• 114826-50-5 (4R,5S)-2,2-dimethyl-4-iodomethyl-5-benzyloxymethyl-1,3-dioxolane 
• 93553-66-3 (2R)-1-(benzyloxy)but-3-en-2-ol 
• 114826-51-6 (R)-2-benzoyloxy-1-benzyloxy-3-butene 
• 141109-03-7 2-[4-((2S,3S)-4-Benzyloxy-2,3-difluoro-butoxy)-phenyl]-5-hexyl-pyrimidine 
• 141109-02-6 (2S,3S)-1-Benzyloxy-4-[4-(5-hexyl-pyrimidin-2-yl)-phenoxy]-butane-2,3-diol 
• 111524-25-5 C₂₉H₄₃NO₅Si 
• 111524-26-6 C₂₉H₄₃NO₅Si 
• 111524-22-2 C₂₇H₄₇NO₅Si 
• 111524-23-3 C₂₇H₄₇NO₅Si 
• 111524-21-1 C₂₄H₄₁NO₅Si 
• 125257-84-3 C₂₄H₄₁NO₅Si 
• 111687-35-5 C₂₄H₄₁NO₅Si 
• 111524-17-5 C₂₃H₃₉NO₅Si 

Relevant articles and documents

Total Synthesis of the Echinodermatous Ganglioside LLG-3 Possessing the Biological Function of Promoting the Neurite Outgrowth

A total synthesis of echinodermatous ganglioside LLG-3 with neuritogenic activity was accomplished by a convergent strategy. The synthesis of 2-hydroxyethyl 8-O-Me-α-sialoside 2 was started from the phenyl 7,8-di-O-Pico-thiosialoside 5, which can be chemoselectively removed the picoloyl group, and then the methyl group in 8-O-MeNeu5Ac moiety was chemoselectively prepared using TMSCHN2/FeCl3. For preparation of the terminal disialic unit, oxidative amidation was initially utilized by our group to efficiently construct the α(2,11) linkage of 8-O-Me-Neu5Acα(2,11)Neu5Gc. Herein, we also demonstrate that the synthesized ganglioside LLG-3 exhibited the neuritogenic activity toward the primary cortical neurons and that biological activity is superior to that of ganglioside DSG-A.

Synthesis of efficient chiral bisphosphine ligands, modified DIOPs, (4R,5R)-4-(Diaryl- or dialkylphosphino)methyl-5-(diarylphosphino)methyl-2,2- dimethyl-1,3-dioxolanes, and their use in rhodium(I)-catalyzed asymmetric hydrogenations

Modified DIOPs, (4R,5R)-4-(diaryl- or dialkyphosphino)methyl-5- (diarylphosphino)methyl-2,2-dimethyl-1,3-dioxolanes, were prepared on the basis of our design concept, and used as ligands for the rhodium(I)-catalyzed asymmetric hydrogenations of ketopantolactone, itaconic acid, dimethyl itaconate, and β-aryl-substituted itaconic acid derivatives. A neutral rhodium(I)-complex of (4R-trans)-dicyclohexyl[[5- [(diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphine (DIOCP) bearing both a dicyclohexylphosphino group and a diphenylphosphino group was found to be a more efficient catalyst than the original DIOP in the asymmetric hydrogenation of ketopantolactone. Modified DIOPs bearing electron-donating groups at their para positions were efficient ligands for the rhodium(I)-catalyzed assymetric hydrogenations of itaconic acid and its derivatives; in particular, (4R-trans)-[(2,2-dimethyl-1,3-dioxolane-4,5- diyl)bis(methylene)]bis[bis(4'-methoxy-3',5'-dimethylphenyl)phosphine] (MOD- DIOP) bearing both a p-methoxy group and two m,m'-methyl groups on each phenyl group showed much higher enantioselectivity and catalytic activity than DIOP.

Syntheses of Unsaturated Trihydroxy C-18 Fatty Acids Isolated from Rice Plants Suffering from Rice Blast Disease

Two trihydroxy unsaturated C-18 fatty acids isolated from rice plants as agents with activity against blast disease were synthesized from (+)-dimethyl tartrate.Keywords: methyl (9S,12S,13S)-trihydroxyoctadeca-10E,15Z-dienoate; methyl (9S,12S,13S)-trihydroxy-10E-octadecenoate; rice blast disease; fetal calf aorta; (+)-dimethyl tartrate; Wittig-Horner reaction