163852-55-9

Usage

Uses

2-Butynoic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-,methylester(9CI) is used as a chemical intermediate for [application reason] in [application industry]. Its specific applications in industry or research are not widely reported, indicating it is primarily of interest within specialized scientific and technical contexts.

Upstream product

• 92136-39-5 N-tert-Butoxycarbonyl-1-amino-3-propyne 
• 79-22-1 methyl chloroformate 
• 1261555-53-6 C₁₁H₂₁NO₂Si 
• 168762-94-5 4-((tert-butoxycarbonyl)amino)but-2-ynoic acid 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 

Downstream Products

• 1261555-92-3 C₁₈H₂₀BrNO₄ 
• 1261556-01-7 C₁₈H₂₅NO₄ 
• 1261555-99-0 C₁₉H₂₃NO₅ 
• 1261555-91-2 C₁₈H₂₀BrNO₄ 
• 1261555-90-1 C₁₈H₂₀FNO₄ 
• 1261556-10-8 C₁₉H₂₃NO₅ 
• 1261555-87-6 C₂₂H₂₉NO₄ 
• 1261555-95-6 C₁₉H₂₁NO₅ 
• 1261555-86-5 C₁₈H₂₁NO₄ 
• 1261555-96-7 C₁₉H₂₃NO₅ 
• 1261556-11-9 C₂₁H₂₉NO₄Si 

Relevant academic research and scientific papers

Total Synthesis of (R)-Sarkomycin Methyl Ester via Regioselective Intermolecular Pauson-Khand Reaction and Iridium-Catalyzed Asymmetric Isomerization

A new five-step enantioselective synthesis of (R)-sarkomycin methyl ester is described. The cyclopentane scaffold was built by a regioselective intermolecular Pauson-Khand reaction. Enantioselectivity was introduced by a novel Ir-catalyzed isomerization reaction. The last steps involved a catalytic hydrogenation of the exocylic double bond, followed by the deprotection and elimination of the amino group. This route is the shortest enantioselective synthesis of this antibiotic reported to date.

An atom-economic synthesis of nitrogen heterocycles from alkynes

A robust route to 2,4-disubstituted pyrrole heterocycles relying upon a cascade reaction is reported. The reaction benefits from operational simplicity: it is air and moisture tolerant and is performed at ambient temperature. Control over the reaction conditions provides ready access to isopyrroles, 2,3,4-trisubstituted pyrroles, and 3-substituted pyrollidin-2-ones.

A new strategy for the synthesis of chiral β-alkynyl esters via sequential palladium and copper catalysis

A new strategy for the synthesis of chiral β-alkynyl esters which relies on sequential Pd and Cu catalysis is reported. Terminal alkynes bearing aryl, alkyl, and silyl groups can be employed without prior activation yielding a wide range of important chiral building blocks. The reaction sequence utilizes a robust Pd(II)-catalyzed hydroalkynylation of ynoates with terminal alkynes providing geometrically pure ynenoates which are readily reduced by CuH. In contrast to previous reports, where additions to ynenoates proceed with marginal preference for the 1,6-pathway, this conjugate reduction occurs with high 1,4-selectivity yielding β-alkynyl esters with excellent levels of enantioselectivity. Importantly, the method tolerates a wide range of functionality, including allylic carbonates and carbamates, and thus allows for rapid elaboration of the β-alkynyl esters into a variety of chiral, substituted heterocycles.

3-(tributylstannyl)allyl alcohols: Useful building blocks for solid-phase synthesis of skipped dienes and trienes

Repeated Stille coupling of 3-substituted 3-(tributylstannyl)allyl alcohols 2 on a solid support was used to synthesize a 21 × 21 library of skipped dienes and a 21 × 21 × 21 library of skipped trienes. Starting 3-(tributylstannyl)allyl alcohols were prep

Stannylcupration of γ-Heterosubstitued Acetylenic Esters: a New Route to 4-Stannylated Five Membered N- and O- Heterocycles.

4-Tributylstannyl,2-(5H)-furanone and pyrrolone have been prepared in good yields by addition of mixed stannylcuprate reagent on γ-amino and γ-hydroxy acetylenis esters.The use of these compounds as useful intermediates for the selective functionalization