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

Base Information

• Chemical Name: 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid
• CAS No.: 1259391-08-6
• Molecular Formula: C₃₀H₃₁NO₆
• Molecular Weight: 501.579
• Mol file: 1259391-08-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-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: 55.0%

benzyl 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoate (1259391-07-5) → 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid (1259391-08-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 3h; under 735.074 Torr;

DOI:10.1021/jm101233f

Reference yield:

benzyl 5-bromomethyl-2-propoxybenzoate (1259391-06-4) → 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid (1259391-08-6)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: -50 - 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 °C / 735.07 Torr

With palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate; 1.1: Evan's asymmetric alkylation / 1.2: Evan's asymmetric alkylation;

DOI:10.1021/jm101233f

Reference yield:

benzyl 2-propoxy-5-formylsalicylate (1259391-04-2) → 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid (1259391-08-6)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: phosphorus tribromide / diethyl ether / 1.5 h / 0 °C

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

3.2: -50 - 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 °C / 735.07 Torr

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; phosphorus tribromide; In tetrahydrofuran; diethyl ether; ethanol; ethyl acetate; 3.1: Evan's asymmetric alkylation / 3.2: Evan's asymmetric alkylation;

DOI:10.1021/jm101233f

upstream raw materials:

benzyl 5-bromomethyl-2-propoxybenzoate

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

benzyl 2-propoxy-5-formylsalicylate

benzyl 5-hydroxymethyl-2-propoxybenzoate

Downstream raw materials:

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

C₃₀H₃₃NO₅

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

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