(R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone

Base Information

• Chemical Name: (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone
• CAS No.: 165818-25-7
• Molecular Formula: C₂₆H₃₁NO₅S
• Molecular Weight: 469.602

Synonyms:(R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone

Chemical Property of (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone

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Technology Process of (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone

There total 2 articles about (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone 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: 65.0%

(S)-2-[(2R,4R)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone (118832-18-1) + methyl vinyl ketone (78-94-4,25038-87-3) → (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone (165818-25-7)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; caesium carbonate; In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1994-25687

Reference yield: 22.0%

(S)-2-[(2R,4R)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone (118832-18-1) + methyl vinyl ketone (78-94-4,25038-87-3) → (R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone (165818-25-7) + <1R,1(2R,4R),4R,5S>-4-hydroxy-4-methyl-1-<<3-(4-toluenesulfonyl)-4-phenyl-1,3-oxazolidin-2-yl>>-bicyclo<3.3.1>nonan-9-one + <1R,1(2R,4R),4S,5S>-4-hydroxy-4-methyl-1-<<3-(4-toluenesulfonyl)-4-phenyl-1,3-oxazolidin-2-yl>>-bicyclo<3.3.1>nonan-9-one

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; caesium carbonate; In tetrahydrofuran; for 72h; Ambient temperature;

DOI:10.1055/s-1994-25687

Reference yield: 82.0%

(R)-2-(3-Oxo-butyl)-2-[(2R,4R)-4-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone (165818-25-7) → <1R,6S,6(2R,4R)>-1-hydroxy-6-<4-phenyl-3-(4-toluenesulfonyl)-1,3-oxazolidin-2-yl>bicyclo<4.4.0>decan-3-one (174685-31-5)

Guidance literature:

With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1055/s-1996-4170

upstream raw materials:

(S)-2-[(2R,4R)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclohexanone

methyl vinyl ketone

Downstream raw materials:

<1R,6S,6(2R,4R)>-1-hydroxy-6-<4-phenyl-3-(4-toluenesulfonyl)-1,3-oxazolidin-2-yl>bicyclo<4.4.0>decan-3-one

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