69511-49-5

Basic information

• Product Name: Methyl 4-(tetrahydro-2H-pyran-2-yloxy)-2-butynoate
• Synonyms: Methyl 4-(tetrahydro-2H-pyran-2-yloxy)-2-butynoate
• CAS NO: 69511-49-5
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.21576
• EINECS: -0
• Mol File: 69511-49-5.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 4-(tetrahydro-2H-pyran-2-yloxy)-2-butynoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-(tetrahydro-2H-pyran-2-yloxy)-2-butynoate(69511-49-5)
• EPA Substance Registry System: Methyl 4-(tetrahydro-2H-pyran-2-yloxy)-2-butynoate(69511-49-5)

Safety Data

• Hazardous Substances Data: 69511-49-5(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 79-22-1 methyl chloroformate 
• 74-86-2 acetylene 
• 110-87-2 3,4-dihydro-2H-pyran 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 

Downstream Products

• 681126-32-9 2-[[4-(4-iodophenoxy)-2-methylbut-2-enyl]oxy]tetrahydro-2H-pyran 
• 868050-54-8 3-methoxy-2,4-dimethoxycarbonyl-5-(tetrahydropyranyloxymethyl)phenol 
• 6581-66-4 2-methoxytetrahydropyran 
• 31555-05-2 methyl 4-hydroxy-2-butynoate 
• 146668-87-3 C₁₆H₁₇⁽²⁾H₄BrO₃ 
• 76143-45-8 methyl 5-(α-chloro-α-cyanomethyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 76143-43-6 methyl 5-(α-cyano-α-hydroxymethyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 76143-51-6 methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-carboxy-v-triazole-4-carboxylate 
• 76143-39-0 methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 76143-47-0 methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-chloromethyl-v-triazole-4-carboxylate 
• 76143-42-5 methyl 5-formyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 76143-40-3 methyl 5-carbomethoxy-4-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 76143-48-1 methyl 5-methyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 
• 73591-52-3 Methyl 5-Cyanomethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazole-4-carboxylate 

Relevant articles and documents

Gold-Catalyzed Bicyclic and [3+2]-Annulations of Internal Propargyl Alcohols with Nitrones and Imines To Yield to Two Distinct Heterocycles

A gold-catalyzed synthesis of 1,3-dihydrooxazolo[3,4-a]indoles from 1-oxo-3-yn-4-ols and nitrones is described; this new bicyclic annulation presents the first examples that internal alkynes can react with nitrones to undergo an oxoarylation route. DFT calculations indicate a [3,3]-sigmatropic shift of initial alkenylgold intermediates to elude the intermediacy of gold carbenes. We also developed new [3+2]-annulations of the same 1-oxo-3-yn-4-ols with imines, yielding oxazolidin-4-ylidene derivatives efficiently. The tethered alcohols of these 1-oxo-3-ynes allow trapping of their metastable 2-azadienium intermediates to enable a novel annulation. Our mechanistic analysis indicates that the two products, despite their structural relevance, are produced from two independent systems. (Figure presented.).

Fully substituted pyranones via quasi-heterogeneous genuinely ligand-free migita-stille coupling of iodoacrylates

Migita-Stille coupling of (Z)-?2-iodoacrylates with (E)-?±-stannyl allylic alcohols to furnish 5-alkylidene-4-substituted-5,6-dihydro-2H-pyran-2-ones is efficiently catalyzed by 2% Pd black in DMF, while Pd(PPh3)4 is inactive. Heterogeneous Pd released in solution is most likely responsible for the catalysis. The reaction is applicable to other substrates, without having to resort to ligands, additives, and/or solid support for Pd. The resulting pyranones can be rearranged to fully functionalized pyranones in another single step.

Platinum-catalyzed hydrosilylations of internal alkynes: Harnessing substituent effects to achieve high regioselectivity

Rule of thumb: The high yielding title reaction is described with a focus on understanding the factors that govern the regioselectivity of the process (see scheme). Electronic, steric, and functional group properties all influence the selectivity, an understanding of which allows the selective formation of trisubstituted vinylsilanes, which are synthetically useful compounds for accessing stereodefined alkenes. Copyright