(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one
CAS No.:191352-12-2
Molecular Formula:C₃₁H₅₁NO₅
Molecular Weight:517.75
Hs Code.:

Synonyms:(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

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Chemical Property of (4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

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Technology Process of (4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

There total 11 articles about (4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-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:

: 55362-80-6
9-bromononan-1-ol

: 191352-12-2
(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 62.83 g / p-TsOH / diethyl ether / 2 h

2: 1.) Mg, 2.) 1,5-cyclooctadiene*CuCl / 1.) THF, reflux, 1 h, 2.) THF, -78 deg C, 10 min; room temperature, overnight

3: 95 percent / 6N HCl / methanol / 3 h / Heating

4: 84 percent / CBr₄, PPh₃ / CH₂Cl₂ / 1 h

5: 97 percent / p-TsOH / diethyl ether / 3 h

6: 1.) Mg / 1.) THF, reflux, 1 h, 2.) THF, room temperature, 45 min

With hydrogenchloride; carbon tetrabromide; toluene-4-sulfonic acid; magnesium; triphenylphosphine; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(97)00428-6

Reference yield:

: 100-39-0
benzyl bromide

: 191352-12-2
(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 3 h / Ambient temperature

2: 96 percent / H₂ / Pd/C / methanol / 2775.2 Torr

3: 90 percent / (COCl)2, Et₃N / CH₂Cl₂ / 1.) -70 deg C, 10 min, 2.) 0 deg C, 60 min

4: 1.) Mg / 1.) THF, reflux, 1 h, 2.) THF, room temperature, 45 min

With oxalyl dichloride; hydrogen; sodium hydride; magnesium; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00428-6

Reference yield:

: 191352-09-7
(4R,5R)-3-benzyl-5-(3'-benzyloxypropyl)-4-methyl-2-oxazolidinone

: 191352-12-2
(4R,5R)-3-Benzyl-5-[(S)-3-hydroxy-14-(tetrahydro-pyran-2-yloxy)-pentadecyl]-4-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂ / Pd/C / methanol / 2775.2 Torr

2: 90 percent / (COCl)2, Et₃N / CH₂Cl₂ / 1.) -70 deg C, 10 min, 2.) 0 deg C, 60 min

3: 1.) Mg / 1.) THF, reflux, 1 h, 2.) THF, room temperature, 45 min

With oxalyl dichloride; hydrogen; magnesium; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(97)00428-6