(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Name:(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:82507-36-6
Molecular Formula:C₂₀H₂₅NO₅
Molecular Weight:359.422
Hs Code.:

Synonyms:(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

There total 8 articles about (4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one 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: 73.0%

: 82507-35-5
(4R,5S)-3-((2R,3S,4S,6R)-3,7-Dihydroxy-2,4,6-trimethyl-heptanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 82507-36-6
(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: With tris(triphenylphosphine)ruthenium(II) chloride; 4-methylmorpholine N-oxide; In acetone; at 25 ℃; for 3h;
DOI:10.1016/S0040-4039(00)86954-3

Reference yield:

: 82507-48-0
(S)-(+)-2,4-dimethylpent-4-enal

: 82507-36-6
(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / -78 °C

2: CH₂Cl₂ / 2 h / 25 °C

3: 1) C₆H₁₃BH₂; 2) aq. H₂O₂, bicarbonate / 1) THF, 0 deg C, 5 h; 2) H₂O

4: oxalic acid / methanol / 0.08 h / 25 °C

5: 73 percent / N-methylmorpholine-N-oxide, (PPh₃)3RuCl₂ / acetone / 3 h / 25 °C

With tris(triphenylphosphine)ruthenium(II) chloride; bicarbonate; C₆H₁₃BH₂; dihydrogen peroxide; oxalic acid; 4-methylmorpholine N-oxide; In methanol; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)86954-3

Reference yield:

: 82507-47-9
(S)-(-)-2,4-dimethylpent-4-en-1-ol

: 82507-36-6
(4R,5S)-3-[(R)-2-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / C₅H₅N*SO₃, Et₃N / dimethylsulfoxide / 1 h / 25 °C

2: 86 percent / -78 °C

3: CH₂Cl₂ / 2 h / 25 °C

4: 1) C₆H₁₃BH₂; 2) aq. H₂O₂, bicarbonate / 1) THF, 0 deg C, 5 h; 2) H₂O

5: oxalic acid / methanol / 0.08 h / 25 °C

6: 73 percent / N-methylmorpholine-N-oxide, (PPh₃)3RuCl₂ / acetone / 3 h / 25 °C

With tris(triphenylphosphine)ruthenium(II) chloride; bicarbonate; C₆H₁₃BH₂; dihydrogen peroxide; sulfur trioxide pyridine complex; oxalic acid; 4-methylmorpholine N-oxide; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(00)86954-3