(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one
CAS No.:80581-27-7
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

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Chemical Property of (S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

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Technology Process of (S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

There total 4 articles about (S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-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:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 80581-27-7
(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (C₆H₅)3P, 2.) n-BuLi, 3.) H₂, 4.) DIBAL / 3.) Pd-CaCO₃

2: t-BuOOH, Ti(i-PrO)4,(+)-DET / CH₂Cl₂ / 264 h / -23 °C

3: 1.) (i-Pr)2(Et)N, 2.) t-BuOK / 1.) C₆H₆, 50 deg C, 2.) THF, -10 deg C -> 0 deg C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; diethyl (2R,3R)-tartrate; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Lindlar's catalyst; In dichloromethane;
DOI:10.1021/ja00368a040

Reference yield:

: 80532-35-0
(2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

: 80581-27-7
(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: t-BuOOH, Ti(i-PrO)4,(+)-DET / CH₂Cl₂ / 264 h / -23 °C

2: 1.) (i-Pr)2(Et)N, 2.) t-BuOK / 1.) C₆H₆, 50 deg C, 2.) THF, -10 deg C -> 0 deg C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ja00368a040

Reference yield:

: 80532-40-7
2,2-Dimethyl-propionic acid (R)-2-[(2S,3R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-2-hydroxy-ethyl ester

: 80581-27-7
(S)-3-Benzyl-4-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 0.1 N NaOH, MeOH, 2.) camphorsulfonic acid, MeC(OMe)2Me, 3.) (n-Bu)4NF

2: 1.) (i-Pr)2(Et)N, 2.) t-BuOK / 1.) C₆H₆, 50 deg C, 2.) THF, -10 deg C -> 0 deg C

With methanol; sodium hydroxide; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; 2,2-dimethoxy-propane;
DOI:10.1021/ja00368a040