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

Base Information

• Chemical Name: methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate
• CAS No.: 1318793-07-5
• Molecular Formula: C₃₀H₄₂O₅Si
• Molecular Weight: 510.746
• Mol file: 1318793-07-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}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: 73.0%

methyl 3-[2-((3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-hydroxy-1-butynyl)phenyl]propanoate (1318793-04-2) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate (1318793-07-5)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 0 - 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

methyl 3-(2-iodophenyl)propanoate (141273-91-8) → methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate (1318793-07-5)

Guidance literature:

Multi-step reaction with 4 steps

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

2: water / methanol / 22 h / 20 - 80 °C

3: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C

4: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C

With 1H-imidazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; water; triethylamine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira coupling;

DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate (1318792-98-1) → methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate (1318793-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: water / methanol / 22 h / 20 - 80 °C

2: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C

3: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C

With 1H-imidazole; trifluorormethanesulfonic acid; water; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.06.024

upstream raw materials:

methyl 3-(2-iodophenyl)propanoate

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

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

Downstream raw materials:

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

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

(6S)-6-[(4-methoxybenzyl)oxy]-7,8-didehydro-1,2,5,6-tetrahydro-3H-4-benzoxecin-3-one