(R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid

Base Information

• Chemical Name: (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid
• CAS No.: 219560-66-4
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.445
• Mol file: 219560-66-4.mol

Synonyms:(R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid

Chemical Property of (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid

There total 6 articles about (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic 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:

(4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one (23204-70-8) → (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid (219560-66-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH, 2.) Pd(PPh₃)4, dppe, 3.) 30 percent aq. H₂O₂, Na₂S₂O₃

2: O₃, Me₂S / CH₂Cl₂ / 4 h / Ambient temperature

3: MgSO₄ / CH₂Cl₂

4: KHMDS / tetrahydrofuran / a) -78 deg C, 15 min, b) -45 deg C, 15 min

5: 1 N aq. HCl / tetrahydrofuran

6: NaClO₂, NaH₂PO₄

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; magnesium sulfate; ozone; sodium thiosulfate; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja9823518

Reference yield:

2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-propionaldehyde → (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid (219560-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: MgSO₄ / CH₂Cl₂

2: KHMDS / tetrahydrofuran / a) -78 deg C, 15 min, b) -45 deg C, 15 min

3: 1 N aq. HCl / tetrahydrofuran

4: NaClO₂, NaH₂PO₄

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; potassium hexamethylsilazane; magnesium sulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja9823518

Reference yield:

(4S,5R)-3-((E)-1-Methyl-but-2-enyl)-4,5-diphenyl-oxazolidin-2-one → (R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanoic acid (219560-66-4)

Guidance literature:

Multi-step reaction with 5 steps

1: O₃, Me₂S / CH₂Cl₂ / 4 h / Ambient temperature

2: MgSO₄ / CH₂Cl₂

3: KHMDS / tetrahydrofuran / a) -78 deg C, 15 min, b) -45 deg C, 15 min

4: 1 N aq. HCl / tetrahydrofuran

5: NaClO₂, NaH₂PO₄

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; potassium hexamethylsilazane; magnesium sulfate; ozone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja9823518

upstream raw materials:

(R)-2,4-Dimethyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanal

(4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one

Downstream raw materials:

(R)-α-methyl-leucine