Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-

Base Information

• Chemical Name: Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-
• CAS No.: 256410-41-0
• Molecular Formula: C28H28N2O6
• Molecular Weight: 488.54
• Mol file: 256410-41-0.mol

Synonyms:

Chemical Property of Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-

There total 10 articles about Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]- 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: 85.0%

(3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one (256410-42-1) → 4-[(2S,3S)-3-(2-Methoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid (256410-41-0)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; at 5 ℃; for 1.5h;

DOI:10.1016/S0968-0896(01)00209-7

Reference yield:

o-Methoxybenzyl bromide (52289-93-7) → 4-[(2S,3S)-3-(2-Methoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid (256410-41-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / -55 - -25 °C

1.2: 95 percent / tetrahydrofuran; hexane / 1.5 h / -25 - 0 °C

2.1: dimethylformamide; acetic acid

3.1: tetrabutylammonium fluoride / tetrahydrofuran / 25 °C

4.1: aq. NaOH / acetone

5.1: 90 percent / ET₃N; DMAP / CH₂Cl₂ / 5 h / 45 °C

6.1: 85 percent / TFA; anisole / 1.5 h / 5 °C

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; methoxybenzene; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(01)00209-7

Reference yield:

(2R)-2-phenylbutanoic acid (938-79-4) → 4-[(2S,3S)-3-(2-Methoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid (256410-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diphenylphosphoryl azide / CH₂Cl₂ / 2.5 h / 20 °C

2: 90 percent / ET₃N; DMAP / CH₂Cl₂ / 5 h / 45 °C

3: 85 percent / TFA; anisole / 1.5 h / 5 °C

With dmap; diphenylphosphoranyl azide; methoxybenzene; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0968-0896(01)00209-7

upstream raw materials:

(3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one

(2R)-2-phenylbutanoic acid

o-Methoxybenzyl bromide

(R)-(+)-1-phenylpropyl isocyanate