(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

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Chemical Name:(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one
CAS No.:637363-42-9
Molecular Formula:C₂₀H₂₇NO₆S
Molecular Weight:409.503
Hs Code.:

Synonyms:(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

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Chemical Property of (4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

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Technology Process of (4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

There total 1 articles about (4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-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: 47.0%

: 32233-44-6
2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

: 637363-41-8
(4R)-4-benzyl-3-(2-methylsulfanyl-acetyl)-oxazolidin-2-one

: 637363-42-9
(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

Guidance literature:: (4R)-4-benzyl-3-(2-methylsulfanyl-acetyl)-oxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -5 ℃; for 2h;

2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/S0968-0896(03)00191-3

Reference yield: 84.0%

: 637363-42-9
(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

: 637363-43-0
(4R)-4-benzyl-3-[4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-(3S)-hydroxybutanoyl]-1,3-oxazolan-2-one

Guidance literature:: With tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile); In benzene; for 3h; Heating;
DOI:10.1016/S0968-0896(03)00191-3

Reference yield:

: 637363-42-9
(4R)-4-benzyl-3-[(2R,3S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylsulfanylbutanoyl]-1,3-oxazolan-2-one

: (3S,5S)-6-Phosphonooxy-3,5-bis-(tetrahydro-pyran-2-yloxy)-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 84 percent / tributyltin hydride; 1,1'-azobis(cyclohexanecarbonitrile) / benzene / 3 h / Heating

2.1: 78 percent / aq. H₂O₂; LiOH*H₂O / tetrahydrofuran / 2 h / 0 °C

3.1: 89 percent / K₂CO₃ / dimethylformamide / 23 h / 20 °C

4.1: 38 percent / CuCl₂*2H₂O / propan-2-ol / 2.75 h / 20 °C

5.1: I₂ / CH₂Cl₂ / 0.42 h / 0 - 20 °C

5.2: 50 percent / pyridine / CH₂Cl₂ / 3 h / -78 °C

6.1: 81 percent / PPTS / CH₂Cl₂ / 48 h / 20 °C

7.1: H₂ / Pd/C / methanol / 0.5 h / 20 °C

With lithium hydroxide; hydrogen; dihydrogen peroxide; iodine; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium carbonate; 1,1'-azobis(1-cyanocyclohexanenitrile); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
DOI:10.1016/S0968-0896(03)00191-3