(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

Base Information

Chemical Name:(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone
CAS No.:943060-99-9
Molecular Formula:C₂₈H₃₉NO₆S
Molecular Weight:517.687
Hs Code.:

Synonyms:(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

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Chemical Property of (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

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Technology Process of (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

There total 8 articles about (4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-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: 90.0%

: 943060-97-7
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(hydroxynonyl)]-2-oxazolidinone

: 124-63-0
methanesulfonyl chloride

: 943060-99-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.41667h;
DOI:10.1016/j.tetasy.2007.03.029

Reference yield:

: 943060-94-4
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-(hydroxymethyl)-2-oxazolidinone

: 943060-99-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

2.1: CeCl₃ / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.2: 56 percent / tetrahydrofuran; diethyl ether / 6 h / -78 - 0 °C

3.1: 90 percent / Et₃N / CH₂Cl₂ / 1.42 h / 0 - 20 °C

With cerium(III) chloride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tetasy.2007.03.029

Reference yield:

: 80885-30-9,81028-03-7,69152-88-1
(E)-4-(benzyloxy)-2-buten-1-ol

: 943060-99-9
(4S,5S)-3-benzyl-4-(benzyloxymethyl)-5-[(1R)-1-(methanesulfonyloxynonyl)]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: (-)-diethyl tartrate; Ti(Oi-Pr)4 / CH₂Cl₂ / 0.5 h / -23 °C

1.2: t-BuOOH / CH₂Cl₂; decane / 72 h / -23 °C

1.3: dimethyl sulfide / CH₂Cl₂; decane / 3 h / -23 °C

2.1: Ti(Oi-Pr)4 / CH₂Cl₂; decane / 36 h / 20 °C

2.2: K₂CO₃ / tetrahydrofuran / 18 h / 20 °C

2.3: 893 mg / KOH / methanol / 5 h / 20 °C

3.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

4.1: CeCl₃ / tetrahydrofuran; diethyl ether / 1 h / -78 °C

4.2: 56 percent / tetrahydrofuran; diethyl ether / 6 h / -78 - 0 °C

5.1: 90 percent / Et₃N / CH₂Cl₂ / 1.42 h / 0 - 20 °C

With titanium(IV) isopropylate; cerium(III) chloride; Dess-Martin periodane; (-)-diethyl tartrate; triethylamine; In tetrahydrofuran; diethyl ether; decane; dichloromethane; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2007.03.029