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

Base Information

Chemical Name:methyl [2R,2(1S),3R,5S]-5-[(tert-butyldiphenylsilyl)oxymethyl]-3-methyl-2-[1-methylcyclohex-2-en-1-yl]tetrahydrofuran-2-carboxylate
CAS No.:1519887-67-2
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

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

There total 1 articles about methyl [2R,2(1S),3R,5S]-5-[(tert-butyldiphenylsilyl)oxymethyl]-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: 5.0%

: C₃₀H₄₀O₄Si

: 74-88-4
methyl iodide

: 1519887-65-0
methyl [2S,2(1S),3R,5S]-5-[(tert-butyldiphenylsilyl)oxymethyl]-3-methyl-2-[1-methylcyclohex-2-en-1-yl]tetrahydrofuran-2-carboxylate

: 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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 4h;
DOI:10.1021/jo402537u

Reference yield: 94.0%

: 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

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

Guidance literature:: With ammonium fluoride; In methanol; ethanol; for 24h;
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

: 1519887-76-3
methyl [2R,2(1S),3R,5S]-5-(iodomethyl)-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: iodine; triphenylphosphine; 1H-imidazole / toluene / 1 h / 50 °C

With 1H-imidazole; ammonium fluoride; iodine; triphenylphosphine; In methanol; ethanol; toluene;
DOI:10.1021/jo402537u