benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

Base Information

• Chemical Name: benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate
• CAS No.: 704879-67-4
• Molecular Formula: C₃₃H₃₄N₂O₆
• Molecular Weight: 554.643
• Mol file: 704879-67-4.mol

Synonyms:benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

Chemical Property of benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

There total 12 articles about benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-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: 86.0%

benzyl N-[(4S,5S)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate (851968-91-7) → benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate (704879-67-4)

Guidance literature:

benzyl N-[(4S,5S)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran;

DOI:10.1016/j.tet.2005.01.135

Reference yield:

C14H18O3 (1035797-56-8) + benzyl N-[(4S,5R)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate (704879-66-3) → benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate (704879-67-4)

Guidance literature:

With triethylamine; lithium chloride; In tetrahydrofuran; at -18 - 20 ℃;

DOI:10.1016/j.tet.2005.01.135

Reference yield:

(2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid (105181-72-4) → benzyl N-[(4S,5R)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate (704879-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / 1-ethyl-3-(3-(dimetyhylamino)propyl)carbodiimide*HCl; HOBt*H₂O; triethylamine / dimethylformamide / 0 - 20 °C

2: HCl / dioxane / 0 - 20 °C

3: 15.0 g / triethylamine / tetrahydrofuran / 0 - 20 °C

4: 18.5 g / triethylamine; LiCl / tetrahydrofuran / -18 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.01.135

upstream raw materials:

benzyl N-[(4S,5S)-4-benzyl-3-(3-phenylpropionyl)-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

C₁₄H₁₈O₃

benzyl N-[(4S,5R)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

benzyl N-[(4S,5S)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

Downstream raw materials:

(S)-2-phenylmethylpent-4-enoic acid

1-((4S,5R)-4-Benzyl-2-oxo-oxazolidine-5-carbonyl)-piperidine-4-carboxylic acid

benzyl N-[(4S,5R)-4-benzyl-1,3-oxazolidin-2-one-5-carbonyl]piperidine-4-carboxylate

2-methyl-3-phenylpropionic acid