benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate

Base Information

• Chemical Name: benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate
• CAS No.: 1376437-21-6
• Molecular Formula: C₁₆H₁₈O₂
• Molecular Weight: 242.318
• Mol file: 1376437-21-6.mol

Synonyms:benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate

Chemical Property of benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate

There total 1 articles about benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

cyclopentanecarboxylic acid benzyl ester (78277-22-2) + propargyl bromide (106-96-7) → benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate (1376437-21-6)

Guidance literature:

cyclopentanecarboxylic acid benzyl ester; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - -40 ℃; for 0.25h; Inert atmosphere;

propargyl bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; toluene; at -78 - 25 ℃; for 1h; Inert atmosphere;

Reference yield:

benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate (1376437-21-6) + propan-2-yl 2-ethyl-3-[(4-iodophenyl)carbonyl]indolizine-7-carboxylate (1376437-22-7) → propan-2-yl 3-{[4-(3-{1-[(benzyloxy)carbonyl]cyclopentyl}prop-1-yn-1-yl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate (1376437-23-8)

Guidance literature:

benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate; propan-2-yl 2-ethyl-3-[(4-iodophenyl)carbonyl]indolizine-7-carboxylate; With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; acetonitrile; at 5 - 25 ℃; for 0.25h; Inert atmosphere;

With bis-triphenylphosphine-palladium(II) chloride; In ethyl acetate; acetonitrile; at 50 ℃; for 5h; Inert atmosphere;

Reference yield:

benzyl 1-(prop-2-yn-1-yl)cyclopentanecarboxylate (1376437-21-6) → 1-{3-[4-({2-ethyl-7-[(propan-2-yloxy)carbonyl]indolizine-3-yl}carbonyl)phenyl]propyl}cyclopentane carboxylic acid (1376437-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile; ethyl acetate / 0.25 h / 5 - 25 °C / Inert atmosphere

1.2: 5 h / 50 °C / Inert atmosphere

2.1: ammonium formate; palladium 10% on activated carbon / methanol; 1,4-dioxane / 9 h / 90 °C / Inert atmosphere

With copper(l) iodide; palladium 10% on activated carbon; ammonium formate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethyl acetate; acetonitrile;

upstream raw materials:

cyclopentanecarboxylic acid benzyl ester

propargyl bromide

Downstream raw materials:

propan-2-yl 3-{[4-(3-{1-[(benzyloxy)carbonyl]cyclopentyl}prop-1-yn-1-yl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate

1-{3-[4-({2-ethyl-7-[(propan-2-yloxy)carbonyl]indolizine-3-yl}carbonyl)phenyl]propyl}cyclopentane carboxylic acid

propan-2-yl 3-{[4-(3-{1-[(tert-butoxycarbonyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate

3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid