603040-81-9

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 460348-12-3 (R)-5-(trimethylsilyl)pent-4-yn-2-ol 
• 603040-80-8 C₁₃H₁₆Br₂O₂ 
• 148516-13-6 (S)-1-chloro-2-hydroxy-5-trimethylsilyl-4-pentyne 

Downstream Products

• 185030-59-5 (3S,4S,5E,7S,9R)-3.4-(dimethylmethylenedioxy)-9-(4-methoxybenzyloxy)-7-(methoxymethoxy)-5-decenal 
• 127393-89-9 (4S,5S,8S,10R,E)-4,5,8-trihydroxy-10-methyl-4,5,9,10-tetrahydro-3H-oxecin-2(8H)-one 
• 851278-49-4 (3S,4S,5E,7S,9R)-1-[(tert-butyldiphenylsilyl)oxy]-9-[(4-methoxybenzyl)oxy]-3,4,7-tri[(methoxymethyl)oxy]-5-decene 
• 929117-84-0 Acetic acid (1S,3R)-1-((E)-2-{(4S,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-(4-methoxy-benzyloxy)-butyl ester 
• 929117-81-7 (3S,4S,5E,7S,9R)-1-(tert-butyldiphenylsilyloxy)-3.4-(dimethylmethylenedioxy)-9-(4-methoxybenzyloxy)-7-(methoxymethoxy)-5-decene 
• 851278-42-7 (1S,2E,4S,5S,2'R)-7-[(tert-butyldiphenylsilyl)oxy]-4,5-dihydroxy-1-[2'-[(4-methoxybenzyl)oxy]propyl]-2-heptenyl acetate 
• 929117-85-1 (E)-(3S,5R)-1-{(4S,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-(4-methoxy-benzyloxy)-hex-1-en-3-ol 
• 929117-86-2 (E)-(3S,4S,7S,9R)-1-(tert-Butyl-diphenyl-silanyloxy)-9-(4-methoxy-benzyloxy)-dec-5-ene-3,4,7-triol 
• 851278-41-6 (3S,4R,5S,6E)-1-(tert-butyldiphenylsilyloxy)-4,5-epoxy-9-(4-methoxybenzyloxy)-6-decen-3-ol 
• 851278-40-5 (3S,4Z,6E,9R)-1-[(tert-butyldiphenylsilyl)oxy]-9-[(4-methoxybenzyl)oxy]-4,6-decadien-3-ol 
• 929118-02-5 (E)-(3S,4S,7S,9R)-9-(4-Methoxy-benzyloxy)-3,4,7-tris-methoxymethoxy-dec-5-enoic acid 
• 851278-51-8 methyl (3S,4S,5E,7S,9R)-9-[(4-methoxybenzyl)oxy]-3,4,7-tri[(methoxymethyl)oxy]-5-decenoate 
• 929117-87-3 (3S,4S,5E,7S,9R)-9-[(4-methoxybenzyl)oxy]-3,4,7-tri[(methoxymethyl)oxy]-5-decen-1-ol 
• 929118-00-3 2-{(4S,5S)-5-[(E)-(3S,5R)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-hex-1-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol 

Relevant academic research and scientific papers

Stereoselective synthesis of 5′-hydroxyzearalenone

A first stereoselective total synthesis of 14-memebered β-resorcylic macrolactone 5′-hydroxyzearalenone (1) has been achieved. The key steps are Jocobsen hydrolytic kinetic resolution, Sharpless asymmetric dihydroxylation, Vilsmeier-Haack reaction, Mitsunobu esterification and ring-closing metathesis.

Nickel-catalyzed coupling producing (2Z)-2,4-alkadien-1-ols, conversion to (E)-3-alkene-1,2,5-triol derivatives, and synthesis of decarestrictine D

The 3-alkene-1,2,5-triol structure is not only a major framework of biologically important molecules but also a new functional-group-rich unit for synthesis of polyols and sugars. A method furnishing such triol derivatives 8 was developed and successfully applied to synthesis of decarestrictine D (18). First, coupling reaction of the unprotected alcohols 2 with borates 4 was investigated to produce the dienyl alcohols 6 with NiCl2(dppf) in Et2O/THF (5:1) at room temperature. The hydroxyl-group-directed epoxidation of 6 followed by palladium-catalyzed reaction with AcOH (Scheme 1) furnished 3-alkene-1,2,5-triol derivatives 8. Since each step proceeded with high stereo- and regioselectivities, the stereochemistry of 8 has been correlated with the olefin geometry of 6. With the above transformation in mind, synthesis of the full carbon skeleton of decarestrictine D (18) could be designed easily and was completed successfully. Furthermore, a new seco acid 19b with the MOM protective group for the three hydroxyl groups was found to afford macrolide 48 in a yield higher than those reported previously.

Stereoselective synthesis of decarestrictine D from a previously inaccessible (2Z,4E)-alkadienyl alcohol precursor

(Chemical Equation Presented) The core structure of decarestrictine D was constructed by stereoselective oxygenation of (2Z,4E)-alkadienyl alcohol, which could be synthesized by a nickel-catalyzed coupling reaction between the corresponding cis bromide an

MACROCYCLIC COMPOUNDS USEFUL AS PHARMACEUTICALS

The present invention provides compounds having formula (I), and additionally provides methods for the synthesis thereof and methods for the use thereof in the treatment of various disorders including inflammatory or autoimmune disorders, and disorders involving malignancy or increased angiogenesis, wherein R1 -R11, t, X, Y, Z, and n are as defined herein.