127665-77-4

Upstream product

• 256494-25-4 (E)-ethyl 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-enoate 
• 88159-03-9 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol 
• 88158-68-3 4-(tert-butyldiphenylsilyloxy)-1-butyne 
• 821-11-4 1,4-butenediol 
• 135006-32-5 4-tert-butyldiphenylsilyloxy-1-butene 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 127047-71-6 3-(tert-butyldiphenylsilyloxy)propan-1-ol 
• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 
• 162473-68-9 methyl 5-(tert-butyldiphenylsilyl)oxy-2-pentenoate 

Downstream Products

• 116003-84-0 (2S,3S)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol 
• 161807-11-0 5-(tert-butyldiphenylsiloxy)-1-trifluoromethanesulfonyloxy-2-pentene 
• 127758-12-7 (2R,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol 
• 874283-17-7 (3R,5R,6R)-7-(4-methoxybenzyloxy)-6-methyl-3-vinylheptane-1,5-diol 
• 423118-33-6 (2R,4'R,6'R)-2-{4'-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-6'-oxo-tetrahydropyran-2'-yl}-propionaldehyde 
• 423118-38-1 (2R,3R,5S)-5-[2'-(tert-butyldiphenylsilanyloxy)-ethyl]-2-methylhept-6-ene-1,3-diol 
• 423118-27-8 (2R,3R,5R)-5-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-2-methylhept-6-ene-1,3-diol 
• 423118-32-5 (4R,6R)-4-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((R)-1-hydroxypropan-2-yl)tetrahydro-2H-pyran-2-one 
• 423117-81-1 (α)-3-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-pent-4-enal 
• 423151-64-8 (3S,5R,6R)-7-(4-methoxybenzyloxy)-6-methyl-3-vinylheptane-1,5-diol 
• 423151-65-9 (2R,3R,5S)-5-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-(4-methoxybenzyloxy)-2-methylhept-6-en-3-ol 
• 423118-16-5 (1'R,4R,6R)-4-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-6-(1'-methylprop-2'-ynyl)-tetrahydropyran-2-one 
• 423118-49-4 (3S,5R,6R)-3-[2-(tert-butyldimethylsilanyloxy)-ethyl]-7-(4-methoxybenzyloxy)-6-methylheptane-1,5-diol 
• 423118-46-1 (2R,3R,5S)-5-[2'-(tert-butyldiphenylsilanyloxy)-ethyl]-1-(4-methoxybenzyloxy)-2-methylhept-6-en-3-ol 

Relevant academic research and scientific papers

Concise Seven-Membered Oxepene/Oxepane Synthesis - Structural Motifs in Natural and Synthetic Products

This work outlines a suitable method for the synthesis of oxepane skeleton using iterative C-glycoside technology on the oxepene intermediate, which was synthesized utilizing Wilkinson's catalyst [Rh(PPh 3) 3 Cl] to generate the isom

Enantioselective synthesis of the C5-C23 segment of biselyngbyaside

Stereo and enantioselective synthesis of C5-C23 fragment of cytotoxic marine natural product biselyngbyaside is achieved using E-selective methyl lithium addition onto enyne, Crimmin's acetate aldol reaction, Sharpless asymmetric epoxidation, and Julia-Kocienski olefination as the key steps.

Studies culminating in the total synthesis and determination of the absolute configuration of (-)-saudin

A full account of studies that culminated in the total synthesis of both antipodes and the assignment of its absolute configuration of Saudin, a hypoglycemic natural product. Two approaches are described, the first proceeding though bicyclic lactone intermediates and related second monocyclic esters. The former was obtained via asymmetric Diels-Alder cycloaddition and the latter by an asymmetric annulation protocol. Both approaches employ a Lewis acid promoted Claisen rearrangement, with the successful approach taking advantage of bidentate chelation to control the facial selectivity of the key Claisen rearrangement.

Total synthesis of xanthanolides

The total synthesis and determination of the absolute configuration of (+)- and (-)-sundiversifolide have been achieved via intramolecular acylation and Wittig-lactonization as the key steps. The xanthanolide sesquiterpene lactones, 8-epi-xanthatin (1), d

Divergent syntheses of resorcylic acid lactones: L-783277, LL-Z1640-2, and hypothemycin

The resorcylic acid lactones (RAL) are endowed with diverse biological activity ranging from transcription factor modulators (zearalenone and zearalenol) to HSP90 inhibitors (radicicol and pochonin D) and reversible (aigialomycin D) as well as irreversibl

Total synthesis of (+)- and (-)-sundiversifolide via intramolecular acylation and determination of the absolute configuration

Intramolecular acylation of an organolithium leads to an efficient stereocontrolled total synthesis of both enantiomers of sundiversifolide. The absolute configuration was determined by HPLC analysis and allelopathy assay. The y-lactone moiety resulted fr

Total syntheses of amphidinolide X and Y

Concise total syntheses of the cytotoxic marine natural products amphidinolide X (1) and amphidinolide Y (2) as well as of the nonnatural analogue 19-epi-amphidinolide X (47) are described. A pivotal step of the highly convergent routes to these structurally rather unusual secondary metabolites consists of a syn-selective formation of allenol 17 by an iron-catalyzed ring opening reaction of the enantioenriched propargyl epoxide 16 (derived from a Sharpless epoxidation) with a Grignard reagent. Allenol 17 was then cyclized with the aid of Ag(I) to give dihydrofuran 19 containing the (R)-configured tetrasubstituted sp3 chiral center at C. 19, which was further elaborated into tetrahydrofuran 25 representing the common heterocyclic motif of 1 and 2. The aliphatic chain of amphidinolide X featuring an anti-configured stereodiad at C. 10 and C. 11 was generated by a palladium-catalyzed, Et 2Zn-promoted addition of the enantiopure propargyl mesylate 29 to the functionalized aldehyde 28. The preparation of the corresponding C.1-C.12 segment of amphidinolide Y relies on asymmetric hydrogenation of an α-ketoester, a diastereoselective boron aldol reaction, and a chelate-controlled addition of MeMgBr in combination with suitable oxidation state management for the elaboration of the tertiary acyloin motif. Importantly, the end games of both total syntheses follow similar blueprints, involving key fragment coupling processes via the "9-MeO-9-BBN" variant of the alkyl-Suzuki reaction and final Yamaguchi esterifications to forge the 16-membered macrodiolide ring of amphidinolide X and the 17-membered macrolide frame of amphidinolide Y, respectively. This methodological convergence ensures high efficiency and an excellent overall economy of steps for the entire synthesis campaign.

A total synthesis of the antitumour macrolide rhizoxin D

An enantioselective synthesis of rhizoxin D (2), isolated from the plant pathogenic fungus Rhizopus chinensis, is described. The overall strategy is based on elaboration of the δ-lactone-substituted vinyl stannane 7 and the phosphonate-substituted vinyl i

Piperdine derivatives useful as CCR3 antagonists

The use of CCR3 antagonists of the formula I or a pharmaceutically acceptable salt thereof for the treatment of asthma is disclosed, as well as novel compounds of the formula II, pharmaceutical compositions comprising them, and their use in the treatment

Enantioselective Synthesis and Biological Activity of (3S,4R)- and (3S,4S)-3-Hydroxy-4-hydroxymethyl-4-butanolides in Relation to PGE2

Compounds 9 and 13 were synthesized, and their structures and stereochemistry were elucidated by spectroscopic methods. In competition binding experiments, specific [3H]-PGE2 binding was significantly displaced by compound 9 and, to a lesser extent, by 13, in a dose-dependent manner. The biological properties of compound 9 were studied on HL-60 cells, and several effects were found related to those of PGE 2. Compound 9 increases c-fos mRNA level as does PGE2 and antagonizes TPA-induced terminal differentiation.