tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate

Base Information

• Chemical Name: tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate
• CAS No.: 1181215-55-3
• Molecular Formula: C₂₇H₃₃NO₆
• Molecular Weight: 467.562
• Mol file: 1181215-55-3.mol

Synonyms:tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate

Chemical Property of tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate

There total 3 articles about tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate 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%

bromoacetic acid tert-butyl ester (5292-43-3) + [4S]-4-benzyl-3-(4-benzyloxy-1-butanoyl)-2-oxazolidinone (169897-87-4) → tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate (1181215-55-3)

Guidance literature:

[4S]-4-benzyl-3-(4-benzyloxy-1-butanoyl)-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.58333h; Inert atmosphere;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -78 - 0 ℃;

Reference yield:

4-(benzyloxy)butanoic acid (10385-30-5) → tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate (1181215-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform / 20 °C / Cooling with ice

2: sodium hexamethyldisilazane / tetrahydrofuran / 3.5 h / -78 - -15 °C

With dmap; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; chloroform;

Reference yield:

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) → tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate (1181215-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform / 20 °C / Cooling with ice

2: sodium hexamethyldisilazane / tetrahydrofuran / 3.5 h / -78 - -15 °C

With dmap; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; chloroform;

upstream raw materials:

bromoacetic acid tert-butyl ester

[4S]-4-benzyl-3-(4-benzyloxy-1-butanoyl)-2-oxazolidinone

4-(benzyloxy)butanoic acid

(S)-4-Benzyl-2-oxazolidinone

Downstream raw materials:

tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-hydroxy-pentanoate

C₃₈H₄₅N₅O₆

C₃₄H₃₈N₄O₇

C₃₀H₃₀N₄O₇