(3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

Base Information

• Chemical Name: (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one
• CAS No.: 198022-17-2
• Molecular Formula: C₃₁H₃₈N₂O₃Si₂
• Molecular Weight: 542.825
• Mol file: 198022-17-2.mol

Synonyms:(3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

Chemical Property of (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

There total 6 articles about (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one 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: 74.0%

Benzylideneamine (123016-86-4) + [(4S,5R)-2-oxo-4,5-diphenyloxazolidin-3-yl]acetyl chloride (198021-41-9) → (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one (198022-17-2)

Guidance literature:

With triethylamine; In chloroform; for 20h; Heating;

DOI:10.1002/chem.19970030909

Reference yield:

(4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one (23204-70-8) → (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one (198022-17-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / 2 h / 0 °C

2: aq. NaOH / tetrahydrofuran / 2 h / Ambient temperature

3: 98 percent / (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

4: 74 percent / NEt₃, MS 4A / CHCl₃ / 20 h / Heating

With sodium hydroxide; oxalyl dichloride; sodium hydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1002/chem.19970030909

Reference yield:

bis(trimethylsilyl)methylamine (134340-00-4) → (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one (198022-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / MS 4A / CH₂Cl₂ / 0.5 h / 20 °C

2: 74 percent / NEt₃, MS 4A / CHCl₃ / 20 h / Heating

With triethylamine; In dichloromethane; chloroform;

DOI:10.1002/chem.19970030909

upstream raw materials:

Benzylideneamine

[(4S,5R)-2-oxo-4,5-diphenyloxazolidin-3-yl]acetyl chloride

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

bis(trimethylsilyl)methylamine