(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

Base Information

Chemical Name:(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate
CAS No.:1582752-91-7
Molecular Formula:C₃₀H₃₈O₄Si
Molecular Weight:490.715
Hs Code.:

Synonyms:(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

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Chemical Property of (R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

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Technology Process of (R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

There total 6 articles about (R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-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:

: 1582752-89-3
C₂₉H₃₆O₅Si

: 18107-18-1
diazomethyl-trimethyl-silane

: 1582752-91-7
(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

Guidance literature:: With tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol; In 1,4-dioxane; at 60 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol500657f

Reference yield:

: 905589-27-7
(3S)-4-(tert-butyldiphenylsilyl)oxy-3-(triethylsilyl)oxy-butyraldehyde

: 1582752-91-7
(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; pyridine / tetrahydrofuran; dimethyl sulfoxide / 6 h / Inert atmosphere

3: trifluoroacetic acid / dichloromethane; methanol / 0.5 h / 0 °C

4: dirhodium tetraacetate / benzene / 0.08 h / Reflux; Inert atmosphere

5: tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol / 1,4-dioxane / 0.5 h / 60 °C / Inert atmosphere

With pyridine; dirhodium tetraacetate; tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol; trifluoroacetic acid; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ol500657f

Reference yield:

: (R)-3-methylcyclohex-2-en-1-yl (5S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-(triethylsilyl)oxy-3-hydroxyhexanoate

: 1582752-91-7
(R)-3-methylcyclohex-2-en-1-yl (S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-4,5-dihydro-3-methylfuran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; pyridine / tetrahydrofuran; dimethyl sulfoxide / 6 h / Inert atmosphere

2: trifluoroacetic acid / dichloromethane; methanol / 0.5 h / 0 °C

3: dirhodium tetraacetate / benzene / 0.08 h / Reflux; Inert atmosphere

4: tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol / 1,4-dioxane / 0.5 h / 60 °C / Inert atmosphere

With pyridine; dirhodium tetraacetate; tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ol500657f