Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate

Base Information

• Chemical Name: Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate
• CAS No.: 202390-84-9
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 202390-84-9.mol

Synonyms:Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate

Chemical Property of Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate

There total 10 articles about Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate 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: 89.0%

2-Methoxypropene (116-11-0) + methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate (32981-85-4) → Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate (202390-84-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene; at 85 ℃;

DOI:10.1246/cl.1998.3

Reference yield:

(E)-isopropyl cinnamate (60512-85-8) → Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate (202390-84-9)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂OsO₂; (DHQ)2PHAL

2: aq. HCl / 2 h / Heating

3: HCl

4: NaHCO₃ / ethyl acetate

5: aq. PTSA / 80 °C

With hydrogenchloride; Hydroquinone 1,4-phthalazinediyl diether; sodium hydrogencarbonate; toluene-4-sulfonic acid; In ethyl acetate;

DOI:10.1016/S0960-894X(03)00543-2

Reference yield:

(2R,3S)-2-hydroxy-3-amino-3-phenylpropionic acid (136561-53-0) → Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate (202390-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl

2: NaHCO₃ / ethyl acetate

3: aq. PTSA / 80 °C

With hydrogenchloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In ethyl acetate;

DOI:10.1016/S0960-894X(03)00543-2

upstream raw materials:

2-Methoxypropene

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

(E)-isopropyl cinnamate

(2R,3S)-2-hydroxy-3-amino-3-phenylpropionic acid

Downstream raw materials:

(4S,5R)-3-Benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid