1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

Base Information

Chemical Name:1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether
CAS No.:134154-19-1
Molecular Formula:C₂₃H₂₃NO₂S
Molecular Weight:377.507
Hs Code.:

Synonyms:1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

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Chemical Property of 1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

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Technology Process of 1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

There total 11 articles about 1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether 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: 36.0%

: 625-95-6
3-Iodotoluene

: 131610-04-3
1-<3-(prop-2-yn-1-yloxy)phenyl>-1-(thiazol-2-yl)propyl methyl ether

: 134154-19-1
1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; at 55 - 60 ℃; for 2h;
DOI:10.1021/jm00111a038

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 134154-19-1
1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / K₂CO₃ / dimethylformamide / 18 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexane, -70 deg C, 2.) THF, hexane, from -70 deg C to RT, 2.5 h

3: 100 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h / -55 - -50 °C

4: 91 percent / diethyl ether / 1 h / Ambient temperature

5: 1.) NaH / 1.) THF, 2.) THF, RT, 2 h

6: 76 percent / H₂ / 30percent Pd/C / ethyl acetate

7: 94 percent / K₂CO₃ / acetone; toluene / 18 h / Heating

8: 36 percent / Et₃N, (PPh₃)2PdCl₂, CuI / acetonitrile / 2 h / 55 - 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jm00111a038

Reference yield:

: 1700-37-4
3-Benzyloxybenzaldehyde

: 134154-19-1
1-<3-<<3-(3-methylphenyl)prop-2-yn-1-yl>oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, hexane, -70 deg C, 2.) THF, hexane, from -70 deg C to RT, 2.5 h

2: 100 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h / -55 - -50 °C

3: 91 percent / diethyl ether / 1 h / Ambient temperature

4: 1.) NaH / 1.) THF, 2.) THF, RT, 2 h

5: 76 percent / H₂ / 30percent Pd/C / ethyl acetate

6: 94 percent / K₂CO₃ / acetone; toluene / 18 h / Heating

7: 36 percent / Et₃N, (PPh₃)2PdCl₂, CuI / acetonitrile / 2 h / 55 - 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/jm00111a038