(4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one
• CAS No.: 148323-63-1
• Molecular Formula: C₁₅H₁₈BrNO₃
• Molecular Weight: 340.217
• Mol file: 148323-63-1.mol

Synonyms:(4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Chemical Property of (4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

There total 1 articles about (4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-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:

4-methyl-5-phenyloxazolidin-2-one (77943-39-6) + 5-bromovaleroyl chloride (4509-90-4) → (4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one (148323-63-1)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) -78 deg C;

DOI:10.1016/S0040-4039(00)77587-3

Reference yield: 97.0%

(4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one (148323-63-1) → (4R,5S)-3-(5-Azido-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one (148323-67-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)77587-3

Reference yield:

(4R,5S)-3-(5-Bromo-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one (148323-63-1) → (S)-2-Benzyl-5-tert-butoxycarbonylamino-pentanoic acid

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / NaN₃ / dimethylformamide

2: 1.) NaN(SiMe₃)2 / 1.) -78 deg C

3: 98 percent / PhCH₂OLi / tetrahydrofuran / 0 °C

4: 50 percent / H₂ / Pd

With sodium azide; lithium benzyloxide; hydrogen; sodium hexamethyldisilazane; palladium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)77587-3

upstream raw materials:

4-methyl-5-phenyloxazolidin-2-one

5-bromovaleroyl chloride

Downstream raw materials:

(4R,5S)-3-(5-Azido-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

(S)-5-Azido-2-benzyl-pentanoic acid benzyl ester

(4R,5S)-3-((S)-5-Azido-2-benzyl-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one