90865-70-6

Upstream product

• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 126788-88-3 (R)-1-((2-methylpent-4-enyloxy)methyl)benzene 
• 126788-89-4 (R)-5-Benzyloxy-1-hydroxy-4-methyl-pentan-2-one 
• 90809-26-0 1-<(1E,3R)-4-(Benzyloxy)-3-methylbut-1-enyl>piperidine 
• 90809-27-1 4-<(1E,3R)-4-(Benzyloxy)-3-methylbut-1-enyl>morpholine 
• 90809-25-9 (1E,3R)-4-(Benzyloxy)-N,N-dibutyl-3-methylbut-1-enylamine 
• 91458-94-5 (1E,3R)-4-(Benzyloxy)-N,N-diethyl-3-methylbut-1-enylamine 
• 156625-00-2 ((E)-(R)-2-Methyl-hex-4-enyloxymethyl)-benzene 
• 104265-24-9 (3R)-4-benzyloxy-3-methyl-butanonitrile 
• 132364-35-3 (E)-4-Piperidino-2-methylbut-2-en-1-ol 
• 7790-21-8 potassium metaperiodate 
• 190005-22-2 [2R]-Benzyl 2-methyl-4-penten-1-yl ether 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 174172-43-1 (3R,4S)-5-Benzyloxy-2,2-difluoro-3-hydroxy-4-methyl-pentanoic acid ethyl ester 
• 126788-91-8 (4R,5S)-3-[(2R,3S,5R)-6-Benzyloxy-3-hydroxy-2-(4-methoxy-benzyloxy)-5-methyl-hexanoyl]-4-methyl-5-phenyl-oxazolidin-2-one 
• 156625-01-3 (4R,5S)-3-((2R,3S,5R)-2,6-Bis-benzyloxy-3-hydroxy-5-methyl-hexanoyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 73408-07-8 (R)-4-(Benzyloxy)-3-methylbutan-1-ol 
• 128693-47-0 (R)-4-(Benzyloxy)-3-methylbutanoic acid 
• 273733-89-4 (4S,6R)-7-(benzyloxy)-6-methylhept-1-en-4-ol 
• 273733-90-7 (2R,4S)-1-benzyloxy-2-methyl-6-hepten-4-yl-propenoate 
• 394657-32-0 [(2R,4S)-4-(1-Ethoxy-allyloxy)-2-methyl-hept-6-enyloxymethyl]-benzene 
• 115268-43-4 laulimalide 
• 273733-91-8 (S)-6-((R)-3-(benzyloxy)-2-methylpropyl)-5,6-dihydro-2H-pyran-2-one 
• 1027233-25-5 Acetic acid (S)-6-((R)-3-benzyloxy-2-methyl-propyl)-5,6-dihydro-2H-pyran-2-yl ester 
• 273733-92-9 (2S,6R)-6-allyl-2-[(2R)-3-benzyloxy-2-methyl-propyl]-3,6-dihydro-2H-pyran 
• 312695-89-9 2-[(2R,6S)-6-((R)-3-Benzyloxy-2-methyl-propyl)-5,6-dihydro-2H-pyran-2-yl]-ethanol 
• 312695-77-5 (2R,6S)-(2-{6-[(2R)-3-benzyloxy-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-ethoxy)-tert-butyl-dimethyl-silane 

Relevant academic research and scientific papers

SUBSTITUTED PYRAZOLOAZEPIN-8-ONES AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS

The present invention relates to novel pyrazoloazepin-8-ones with phosphodiesterase inhibitory activity, as well as to their use as therapeutic agents in the treatment of inflammatory diseases and conditions.

Synthesis of the sex pheromone of the tea tussock moth based on a resource chemistry strategy

Synthesis of the sex pheromone of the tea tussock moth in 33% overall yield over 10 steps was achieved. Moreover, the chiral pool concept was applied in the asymmetric synthesis. The synthesis used a chemical available on a large-scale from recycling of wastewater from the steroid industry. The carbon skeleton was constructed using the C4+C5+C8 strategy. Based on this strategy, the original chiral center was totally retained.

Synthesis of optically active β- Or γ-alkyl-substituted alcohols through copper-catalyzed asymmetric allylic alkylation with organolithium reagents

An efficient one-pot synthesis of optically active β-alkyl-substituted alcohols through a tandem copper-catalyzed asymmetric allylic alkylation (AAA) with organolithium reagents and reductive ozonolysis is presented. Furthermore, hydroboration-oxidation following the Cu-catalyzed AAA leads to the corresponding homochiral γ-alkyl-substituted alcohols.

Total synthesis of danshenspiroketallactone

Described herein is the first synthesis of the monobenz-annulated 5,5-spiroketals danshenspiroketallactone and epi-danshen-spiroketallactone, two components of the traditional Chinese medicine Danshen. Key features of the synthesis include a directed metallation-lactonisation sequence to install the isobenzofuranone moiety and an oxidative radical cyclisation to afford the monobenz-annulated 5,5-spiroketal. Georg Thieme Verlag Stuttgart. New York.

Hydride reduction of alpha, beta-unsaturated carbonyl compounds using chiral organic catalysts

Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-hydride reduction of an α,β-unsaturated carbonyl compound. The α,β-unsaturated carbonyl compound may be an aldehyde or cyclic ketone, and the hydride donor may be a dihydropyridine. The reaction is enantioselective, and proceeds with a variety of hydride donors, catalysts, and substrates. The invention also provides compositions effective in carrying out the 1,4-hydride addition of α,β-unsaturated carbonyl compounds.

A stereoselective synthesis of (2S,4R)-δ-hydroxyleucine methyl ester: A component of cyclomarin A

(2S,4R)-δ-Hydroxyleucine methyl ester, the N-demethyl analogue of an amino acid contained within the macrocycle of cyclomarin A, was successfully synthesized using Davis' asymmetric Strecker reaction.

Total synthesis of microtubule-stabilizing agent (-)-laulimalide

An enantioselective first total synthesis of laulimalide (1) is described. Laulimalide, a remarkably potent antitumor macrolide, has been isolated from the Indonesian sponge Hyattella sp. and the Okinawan sponge Fasciospongia rimosa. Laulimalide represents a new class of antitumor agents with significant clinical potential. The synthesis is convergent and involved the assembly of C3-C16 segment 4 and C17-C28 segment 5 by Julia olefination. The sensitive C2-C3 cis-olefin functionality was installed by Yamaguchi macrolactonization of a hydroxy alkynic acid followed by hydrogenation of the resulting alkynoic lactone over Lindlar's catalyst. Initial attempts of intramolecular Still's variant of Horner - Emmons olefination between the C19-phosphonocetate and C3-aldehyde provided a 1:2 mixture of cis- and trans-macrolactones. The trans-isomer was photo-isomerized to a mixture of cis- and trans-isomers. The other key steps involved ring-closing olefin metathesis to construct both dihydropyran units, stereoselective anomeric alkylation to functionalize the dihydropyran ring, stereoselective reduction of the resulting alkynyl ketone to set the C20-hydroxyl stereochemistry, and a novel Julia olefination protocol for the installation of the C13-exomethylene unit. The sensitive epoxide at C16-C17 was introduced in a highly stereoselective manner by Sharpless epoxidation at the final stage of the synthesis.

An enantioselective synthesis of the C2-C16 segment of antitumor macrolide laulimalide

An enantioselective synthesis of the C2-C16 segment of the novel antitumor agent laulimalide is described. The key steps involve a highly diastereoselective allylation, ring-closing olefin metathesis of a homoallylic alcohol derived acrylate ester, a stereoselective anomeric alkylation and an elaboration of an exo-methylene unit by a Julia olefination reaction. (C) 2000 Elsevier Science Ltd.

Total syntheses of close analogues of the immunosuppressant FK506

The total synthesis of an analogue of FK506, in which the substituted cyclohexyl residue at C28 has been replaced by a phenyl group, is described. This synthesis demonstrates (i) the successful application of new methodology for the introduction of the masked tricarbonyl grouping (C8-C10), and (ii) new synthetic routes to the (C10-C19) and (C22-C26) regions.

Reversal of stereoselectivity in the Evans aldol reaction of α,α-difluoro and α,α,α-trifluoro carbonyl compounds

The Evans aldol reaction of hexafluoroacetone and trifluoroacetaldehyde causes reversal of stereoselectivity. The boron enolate derived from oxazolidinone 1 reacts with trifluoroacetaldehyde to give anti and "non-Evans" syn aldols with stereoselectivities