693790-04-4

Upstream product

• 124655-05-6 (S)-methyl 4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 90414-36-1 methyl (3S)-3,4-dihydroxybutyrate 
• 617-55-0 dimethyl (S)-malate 

Downstream Products

• 221677-48-1 (3S)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-[(4-methoxybenzyl)oxy]butan-1-ol 
• 693790-08-8 (S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)thiobutyramide 
• 693790-06-6 (S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)butyramide 
• 693790-37-3 (R)-2-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}propan-1-ol 
• 693790-00-0 (S)-3-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}butyraldehyde 
• 693790-15-7 (S)-3-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}butyronitrile 
• 693790-51-1 methanesulfonic acid (R)-2-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}propyl ester 
• 693790-13-5 4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole 
• 693790-49-7 4-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-4,5-dihydro-thiazol-4-ol 
• 693790-17-9 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide 
• 693790-42-0 (3R,5S)-3-amino-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester 
• 693790-44-2 (3R,5S)-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethylethoxycarbonylamino)hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester 
• 693790-20-4 (3R,5S)-5-{2-[(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-3-((R)-toluene-4-sulfinylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester 
• 693790-22-6 (3R,5S)-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethylethoxycarbonylamino)hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester 

Relevant academic research and scientific papers

Towards EPC-syntheses of the structural class of cochleamycins and macquarimicins. Part 3: EPC-syntheses of the β-keto lactone subunits and first attempts towards the syntheses of the pentacyclic antibiotics of this group

Practical EPC-syntheses of δ-substituted-β-keto δ-lactones, subunits of the cochleamycins and macquarimicins, are presented. In consequence Tietze's tandem reaction is employed to combine δ-allyl-β-keto δ-lactone with a hydrindene derivative, the second subunit of these acetogenic antibiotics. Model reactions for the final oxidative radical tandem cyclization reveal that the electrophilic radical cyclizes exclusively in exo-trig fashion. However, with the intended precursor of macquarimicin C allylic hydrogen abstraction thwarted the oxidative radical tandem cyclization.

Total synthesis of (-)-pateamine A, a novel immunosuppressive agent from Mycale sp

A convergent synthesis of the unique thiazole-containing polyene bis-lactone pateamine A (1) isolated from the marine sponge Mycale sp is described. The synthesis features the ubiquitous Stille sp2-sp 2 coupling reaction to elaborate the E,Z-diene macrolide core 23 and the all-E polyenamine side chain in the natural product. It also highlights the scope for enantiopure sulfinimine intermediates in the synthesis of chiral β-amino ester moieties in complex structures.

Synthesis of the macrocyclic core of laulimalide

equation presented A stereoselective synthesis of 3, corresponding to the fully functionalized macrocyclic core of the novel microtubule-stabilizing agent, laulimalide, has been completed. Efficient macrolactonization was achieved by a Mitsunobu reaction,