3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester

Base Information

• Chemical Name: 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester
• CAS No.: 512785-21-6
• Molecular Formula: C₃₆H₃₉N₃O₆
• Molecular Weight: 609.722

Synonyms:3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester

Chemical Property of 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester

Chemical Property:

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Technology Process of 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester

There total 6 articles about 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester 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:

N-[(benzyloxy)carbonyl]-D-aspartic acid β-tert-butyl ester α-[(R)-α-methylbenzyl]amide (512785-11-4) → 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester (512785-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / hydrogen / palladium on carbon / methanol

2: magnesium sulfate / CH₂Cl₂ / 20 °C

3: 0.25 g / amine / CH₂Cl₂ / 1 h / 0 - 20 °C

With hydrogen; magnesium sulfate; palladium on activated charcoal; In methanol; dichloromethane; 3: Staudinger cycloaddition;

DOI:10.1016/j.bmc.2006.12.031

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester (512785-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; HOAt / CH₂Cl₂ / 20 °C

2: 100 percent / hydrogen / palladium on carbon / methanol

3: magnesium sulfate / CH₂Cl₂ / 20 °C

4: 0.25 g / amine / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; 4: Staudinger cycloaddition;

DOI:10.1016/j.bmc.2006.12.031

Reference yield:

(2R)-2-{[(benzyloxy)carbonyl]amino}-4-tert-butoxy-4-oxobutanoic acid (71449-08-6) → 3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid tert-butyl ester (512785-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; HOAt / CH₂Cl₂ / 20 °C

2: 100 percent / hydrogen / palladium on carbon / methanol

3: magnesium sulfate / CH₂Cl₂ / 20 °C

4: 0.25 g / amine / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; 4: Staudinger cycloaddition;

DOI:10.1016/j.bmc.2006.12.031

upstream raw materials:

2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride

D-aspartic acid β-tert-butyl ester α-[(R)-α-methylbenzyl]amide

N-[(benzyloxy)carbonyl]-D-aspartic acid β-tert-butyl ester α-[(R)-α-methylbenzyl]amide

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(1-phenyl-ethyl)-succinamic acid

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