(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

Base Information

Chemical Name:(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone
CAS No.:219697-89-9
Molecular Formula:C₃₃H₄₉NO₄
Molecular Weight:523.756
Hs Code.:

Synonyms:(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

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Chemical Property of (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

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Technology Process of (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

There total 7 articles about (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone 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: 69.0%

: 88303-25-7
tetradecylmagnesium bromide

: 943060-96-6
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-formyl-2-oxazolidinone

: 219697-89-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

Guidance literature:: With cerium(III) chloride; In tetrahydrofuran; 1.) -78 deg C, 5 h; 2.) 0 deg C, 1 h;
DOI:10.1016/S0040-4039(96)01473-6

Reference yield: 69.0%

: 943060-96-6
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-formyl-2-oxazolidinone

: C₁₄H₂₉CeCl₂

: 219697-89-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 5h;
DOI:10.1139/v98-112

Reference yield:

: 100-39-0
benzyl bromide

: 219697-89-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-<(1R)-1-(hydroxytetradecyl)>-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: NaH, / Bu₄NI / tetrahydrofuran

2: O₃, PPh₃ / CH₂Cl₂ / 20 h

3: 69 percent / CeCl₃ / tetrahydrofuran / 1.) -78 deg C, 5 h; 2.) 0 deg C, 1 h

With cerium(III) chloride; sodium hydride; ozone; triphenylphosphine; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(96)01473-6