5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid

Base Information

• Chemical Name: 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid
• CAS No.: 1401791-59-0
• Molecular Formula: C₃₀H₃₇NO₆
• Molecular Weight: 507.627
• Mol file: 1401791-59-0.mol

Synonyms:5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid

Chemical Property of 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid

There total 6 articles about 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid 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: 69.0%

benzyl 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoate (1401791-58-9) → 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid (1401791-59-0)

Guidance literature:

With 10% Pd/C; hydrogen; In ethyl acetate; under 1500.15 - 2250.23 Torr;

DOI:10.1016/j.bmc.2012.08.061

Reference yield:

benzyl 2-propoxy-5-formylsalicylate (1259391-04-2) → 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid (1401791-59-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol / 0 - 20 °C

2: phosphorus tribromide / diethyl ether / 2 h / 0 °C

3: sodium hexamethyldisilazane / tetrahydrofuran / -50 - -15 °C / Inert atmosphere

4: 10% Pd/C; hydrogen / ethyl acetate / 1500.15 - 2250.23 Torr

With sodium tetrahydroborate; 10% Pd/C; hydrogen; sodium hexamethyldisilazane; phosphorus tribromide; In tetrahydrofuran; diethyl ether; ethanol; ethyl acetate;

DOI:10.1016/j.bmc.2012.08.061

Reference yield:

benzyl 5-hydroxymethyl-2-propoxybenzoate (1259391-05-3) → 5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzoic acid (1401791-59-0)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus tribromide / diethyl ether / 2 h / 0 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / -50 - -15 °C / Inert atmosphere

3: 10% Pd/C; hydrogen / ethyl acetate / 1500.15 - 2250.23 Torr

With 10% Pd/C; hydrogen; sodium hexamethyldisilazane; phosphorus tribromide; In tetrahydrofuran; diethyl ether; ethyl acetate;

DOI:10.1016/j.bmc.2012.08.061

upstream raw materials:

benzyl 2-propoxy-5-formylsalicylate

benzyl 5-hydroxymethyl-2-propoxybenzoate

benzyl 5-bromomethyl-2-propoxybenzoate

benzyl 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoate

Downstream raw materials:

5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzaldehyde

4-(1-adamantyl)-N-((5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxyphenyl)methyl)benzamide

(R)-2-((3-(((4-(1-adamantyl)benzoyl)amino)methyl)-4-propoxyphenyl)methyl)-3-cyclohexylpropanoic acid

5-((R)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-(cyclohexylmethyl)-3-oxopropyl)-2-propoxybenzaldehyde