2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

Base Information

Chemical Name:2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate
CAS No.:99924-11-5
Molecular Formula:C₂₁H₂₀ClNO₅S
Molecular Weight:433.913
Hs Code.:

Synonyms:2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

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Chemical Property of 2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

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Technology Process of 2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

There total 6 articles about 2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate 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: 83.0%

: 85162-14-7
2-[2-(4-chlorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetic acid

: 100-79-8,36543-79-0
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 99924-11-5
2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In tetrahydrofuran; for 18h; Ambient temperature;
DOI:10.1021/jm00153a006

Reference yield:

: 122-01-0
4-chloro-benzoyl chloride

: 99924-11-5
2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / aq. NaHCO₃ / ethyl acetate / Ambient temperature

2: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

3: 78 percent / POCl₃ / dimethylformamide / 8 h / 20 - 25 °C

4: 89 percent / aq. KOH / methanol / 24 h / Ambient temperature

5: 83 percent / 1-methyl-2-chloropyridinium iodide (MCPI), Et₃N / tetrahydrofuran / 18 h / Ambient temperature

With potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; sodium hydrogencarbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00153a006

Reference yield:

: 85210-63-5
N-(4-chlorobenzoyl)aminomethyl(3-thienyl)ketone

: 99924-11-5
2,2-dimethyl-1,3-dioxolanylmethyl 2-(4-chlorophenyl)-5-(3-thienyl)-4-oxazoleacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

2: 78 percent / POCl₃ / dimethylformamide / 8 h / 20 - 25 °C

3: 89 percent / aq. KOH / methanol / 24 h / Ambient temperature

4: 83 percent / 1-methyl-2-chloropyridinium iodide (MCPI), Et₃N / tetrahydrofuran / 18 h / Ambient temperature

With potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00153a006