methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

Base Information

Chemical Name:methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate
CAS No.:1519887-81-0
Molecular Formula:C₁₅H₂₃ClO₃
Molecular Weight:286.799
Hs Code.:

Synonyms:methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

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Chemical Property of methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

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Technology Process of methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

There total 3 articles about methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate 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: 98.0%

: 1519887-74-1
methyl [2R,2(1S),3R,5S]-5-(hydroxymethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

: 1519887-81-0
methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

Guidance literature:: With triphenylphosphine; In tetrachloromethane; for 12h; Reflux;
DOI:10.1021/jo402537u

Reference yield:

: C₃₀H₄₀O₄Si

: 1519887-81-0
methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C

2: ammonium fluoride / ethanol; methanol / 24 h

3: triphenylphosphine / tetrachloromethane / 12 h / Reflux

With ammonium fluoride; potassium carbonate; triphenylphosphine; In methanol; tetrachloromethane; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo402537u

Reference yield:

: 1519887-67-2
methyl [2R,2(1S),3R,5S]-5-[(tert-butyldiphenylsilyl)oxymethyl]-3-methyl-2-[1-methylcyclohex-2-en-1-yl]tetrahydrofuran-2-carboxylate

: 1519887-81-0
methyl [2R,2(1S),3R,5S]-5-(chloromethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium fluoride / ethanol; methanol / 24 h

2: triphenylphosphine / tetrachloromethane / 12 h / Reflux

With ammonium fluoride; triphenylphosphine; In methanol; tetrachloromethane; ethanol;
DOI:10.1021/jo402537u