112482-35-6

Upstream product

• 81518-74-3 1-benzyloxy-4-pentene 
• 100-39-0 benzyl bromide 
• 821-09-0 n-Pent-4-enyl alcohol 
• 100-44-7 benzyl chloride 

Downstream Products

• 126461-71-0 5-Benzyloxy-1-[(2R,4R,6S)-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-pentan-2-ol 
• 112482-49-2 5-(benzyloxy)-1-fluoropentan-2-ol 
• 112482-50-5 5-(benzyloxy)-2-fluoropentan-1-ol 
• 274901-54-1 5-Benzyloxy-1-((S)-1-phenyl-ethylamino)-pentan-2-ol 
• 1201280-36-5 1-(benzyloxy)oct-7-en-4-ol 
• 171335-60-7 (2S)-5-O-benzylpentane-1,2,5-triol 
• 1309595-60-5 (R)-6-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)hexanal 
• 1309595-61-6 (3R,4S,6R)-9-(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3-methylnon-1-en-4-ol 
• 1309595-74-1 (3R,4S,6R)-9-(benzyloxy)-6-(4-(methoxybenzyl)oxy)-3-methylnon-1-en-4-ol 
• 1309595-62-7 (3R,4S,6R)-9-(benzyloxy)-4,6-bis((tert-butyldimethylsilyl)oxy)-3-methylnon-1-ene 
• 1309595-63-8 (2R,3S,5R)-8-(benzyloxy)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-methyloctanal 
• 1309595-76-3 (2R,3S,5R)-8-(benzyloxy)-3,5-bis((4-methoxybenzyl)oxy)-2-methyloctanal 
• 1309595-75-2 C₃₃H₄₂O₅ 

Relevant academic research and scientific papers

Synthesis and evaluation of novel, selective, functionalized γ-butyrolactones as sigma-2 ligands

The sigma-2 (σ2) receptor was discovered nearly 40 years ago and was recently identified as the Transmembrane Protein 97 (TMEM97, also known as MAC30 (Meningioma-associated protein)). Aberrant σ2 activity has been linked to diseases

Synthesis of the 5-fluoro-4-hydroxypentyl side chain metabolites of synthetic cannabinoids 5F-APINACA and CUMYL-5F-PINACA

An efficient method for the construction of the 5-fluoro-4-hydroxypentyl side chain common to a number of synthetic cannabinoid metabolites was developed. A series of hydroxyl protecting groups was examined to assess the viability as orthogonal protecting

NOVEL SIGMA-2 RECEPTOR BINDERS AND THEIR METHOD OF USE

Pharmaceutical compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of sigma-2 receptor activity.

Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: Exploiting combinatorial catalysis

A streamlined entry into the sesquiterpene lactone (SQL) cores of linearifolin and zaluzanin A is described. Stereochemistry is controlled through transformations uncovered by ISES (In Situ Enzymatic Screening). Absolute stereochemistry derives from kinet

The stereoselective total synthesis of (+)-stagonolide B

The stereoselective total synthesis of the nonenolide, (+)-stagonolide B is described. The key steps involve epoxide homologation, hydrolytic kinetic resolution and ring-closing metathesis.

Ring-conformer effects of the cyclopropyl group: First use of trans-(2r,3r)-cyclopropanecarbaldehydes as electrophiles in diastereoselective baylisihillman reaction

trans-(2R,3R)-Cyclopropanecarbaldehydes are used as novel electrophiles in the Baylis-Hillman reaction to afford adducts in good yields (75-85%) and diastereoselectivities (60-90%).

Synthesis of α- and β-substituted aminoethane sulfonamide arginine- glycine mimics

In this paper we present a synthesis of both α- and β-substituted aminoethane sulfonamide arginine mimics. The α-substituted sulfonamides were obtained starting from an alkene, whereas the β-substituted sulfonamides were derived from an amino acid derivative.

Pentacoordinate organoaluminum chemistry: Catalytic efficiency of Me3Al in the epoxide cleavage with alkynyllithiums

A new and highly effective catalytic method for epoxide alkynylations has been developed that involves the chelation-controlled alkylation of heterosubstituted epoxides with Me3Al via pentacoordinate organoaluminum complexes by taking advantage of the exceedingly high affinity of aluminum to oxygen. For example, reaction of epoxy ether, (1-benzyloxy)-3-butene oxide (1), in toluene with PhC?CLi under the influence of catalytic Me3Al (10 mol%) proceeded smoothly at 0 °C for 5 h to furnish the alkynylation product, 1-(benzyloxy)-6-phenylhex-5-yn-3-ol, in 76% yield [cf. 3% without Me3Al catalyst; 78% with stoichiometric Me3Al under similar conditions]. This represents the first catalytic procedure for the amphiphilic alkylation of epoxides. The participation of pentacoordinate Me3Al complexes of epoxy ethers of type 1 is emphasized by comparing the reactivity with the corresponding simple epoxide, 5-phenyl-1-pentene oxide, which was not susceptible to nucleophile attack of PhC?CLi with catalytic Me3Al under similar conditions. The pentacoordinate complex formation of Me3Al with epoxy ether 1 is characterized by low-temperature 13C and 27Al NMR spectroscopy. This approach is also applicable to the selective alkynylation of tosyl aziridines with adjacent ether functionality, which provides a promising method for amino alcohol synthesis.

Regioselective Opening of Simple Epoxides with Diisopropylamine Trihydrofluoride

Treatment of benzyl ether derivatives of simple aliphatic epoxy alcohols with diisopropylamine trihydrofluoride gave mixtures of the corresponding fluorohydrins in good yields.Steric hindrance is a major factor in determining the regioselectivity of epoxide opening, although electronic effects cannot be ignored.Electronic effects are more dominant with pyridine polyhydrofluoride.