(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one
CAS No.:1020850-67-2
Molecular Formula:C₁₇H₂₁F₂NO₄
Molecular Weight:341.355
Hs Code.:

Synonyms:(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

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Chemical Property of (4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

Chemical Property:

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Technology Process of (4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

There total 10 articles about (4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-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: 89.0%

: 1020850-60-5
(-)-(4R)-4-(phenyldifluoromethyl)-3-propionyl-oxazolidin-2-one

: 78-84-2
isobutyraldehyde

: 1020850-66-1
(4R)-4-(phenyldifluoromethyl)-N-(2S,3R)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

: 1020850-67-2
(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

Guidance literature:: (-)-(4R)-4-(phenyldifluoromethyl)-3-propionyl-oxazolidin-2-one; With titanium tetrachloride; (-)-sparteine; In dichloromethane; at 0 ℃; for 0.5h;

isobutyraldehyde; In dichloromethane; at -78 ℃; for 0.0833333h; Further stages.;
DOI:10.1016/j.jfluchem.2007.03.001

Reference yield: 77.0%

: 1020850-60-5
(-)-(4R)-4-(phenyldifluoromethyl)-3-propionyl-oxazolidin-2-one

: 78-84-2
isobutyraldehyde

: 1020850-66-1
(4R)-4-(phenyldifluoromethyl)-N-(2S,3R)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

: 1020850-67-2
(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

: (4R)-4-(phenyldifluoromethyl)-N-(2R*,3R*)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

Guidance literature:: (-)-(4R)-4-(phenyldifluoromethyl)-3-propionyl-oxazolidin-2-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

isobutyraldehyde; In dichloromethane; at -78 ℃; Further stages.;
DOI:10.1016/j.jfluchem.2007.03.001

Reference yield:

: 1020850-62-7
(+)-(S_s)-{3,3-difluoro-3-phenyl-2-[N-(p-methoxyphenyl)imino]propyl}-(1-naphthyl)sulfoxide

: 1020850-67-2
(4R)-4-(phenyldifluoromethyl)-N-(2R,3S)-(3-hydroxy-2,4-dimethyl-pentanoyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 91 percent / NaBH₄ / tetrahydrofuran; methanol / 5 h / -20 °C

2.1: 78 percent / CAN; H₂O / acetonitrile / 20 °C

3.1: 92 percent / aq. K₂CO₃ / dioxane / 20 °C

4.1: TFAA; sym-collidine / acetonitrile / 0 °C

4.2: aq. K₂CO₃

4.3: 79 percent / NaBH₄ / H₂O

5.1: 91 percent / NaH / dimethylformamide / 0.5 h / 0 °C

6.1: NaH / dimethylformamide / 0.33 h / 0 °C

6.2: 87 percent / dimethylformamide / 1 h / 0 °C

7.1: TiCl₄; (-)-sparteine / CH₂Cl₂ / 0.5 h / 0 °C

7.2: CH₂Cl₂ / 0.08 h / -78 °C

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; ammonium cerium(IV) nitrate; water; titanium tetrachloride; sodium hydride; potassium carbonate; trifluoroacetic anhydride; (-)-sparteine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Pummerer reaction;
DOI:10.1016/j.jfluchem.2007.03.001