(2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone

Base Information

• Chemical Name: (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone
• CAS No.: 155245-90-2
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• Mol file: 155245-90-2.mol

Synonyms:(2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone

Chemical Property of (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone

There total 1 articles about (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone 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:

phenylglyoxal hydrate (1074-12-0) + N-isopropyl oxazolidinone (77877-19-1,165657-81-8) → (2'R,3'S,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone (155324-35-9) + (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone (155245-90-2) + (2'S,3'S,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone (155324-36-0)

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, -78 deg C then 0 deg C, 45 min; 2.) CH₂Cl₂, -5 deg C, 30 min;

DOI:10.1016/S0040-4039(00)61475-2

Reference yield: 64.0%

(2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone (155245-90-2) → (2S,3R)-2-methyl-4-phenylbutane-1,3,4-triol

Guidance literature:

With lithium borohydride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/0040-4020(95)00858-6

Reference yield:

(2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone (155245-90-2) → (2S,3S)-2-methyl-4-phenylbutane-1,3-diol (117431-91-1)

Guidance literature:

Multi-step reaction with 4 steps

1: LiBH₄ / tetrahydrofuran

2: pyridine

3: H₂ / Pd/C

4: K₂CO₃ / methanol

With pyridine; lithium borohydride; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)61475-2

upstream raw materials:

phenylglyoxal hydrate

N-isopropyl oxazolidinone

Downstream raw materials:

(2S,3S)-2-methyl-4-phenylbutane-1,3-diol

(2S,3S)-2-methyl-4-phenylbutane-1,3-diol diacetate