methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate

Base Information

• Chemical Name: methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate
• CAS No.: 1318792-98-1
• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.408
• Mol file: 1318792-98-1.mol

Synonyms:methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate

Chemical Property of methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate

There total 2 articles about methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate 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: 80.0%

methyl 3-(2-iodophenyl)propanoate (141273-91-8) + (2S)-2-ethynyl-1,4-dioxaspiro[4.5]decane (131606-80-9) → methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate (1318792-98-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 20 ℃; for 19h;

DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

3-(2-iodophenyl)propanoic acid (96606-95-0) → methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate (1318792-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 21 h / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 19 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; triethylamine; 2: Sonogashira coupling;

DOI:10.1016/j.tetlet.2011.06.024

Reference yield: 70.0%

methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate (1318792-98-1) → methyl 3-{2-[(3S)-3,4-dihydroxy-1-butynyl]phenyl}propanoate (1318793-01-9)

Guidance literature:

With water; In methanol; at 20 - 80 ℃; for 22h;

DOI:10.1016/j.tetlet.2011.06.024

upstream raw materials:

methyl 3-(2-iodophenyl)propanoate

(2S)-2-ethynyl-1,4-dioxaspiro[4.5]decane

3-(2-iodophenyl)propanoic acid

Downstream raw materials:

methyl 3-{2-[(3S)-3,4-dihydroxy-1-butynyl]phenyl}propanoate

methyl 3-[2-((3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-hydroxy-1-butynyl)phenyl]propanoate

methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate