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

Base Information

• Chemical Name: Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-, diphenylmethyl ester
• CAS No.: 256410-42-1
• Molecular Formula: C41H38N2O6
• Molecular Weight: 654.763
• Mol file: 256410-42-1.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]-, diphenylmethyl ester

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]-, diphenylmethyl ester

There total 9 articles about Benzoic acid, 4-[[(2S,3S)-3-[(2-methoxyphenyl)methyl]-4-oxo-1-[[[(1R)-1-phenylpropyl] amino]carbonyl]-2-azetidinyl]oxy]-, diphenylmethyl 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: 90.0%

(R)-(+)-1-phenylpropyl isocyanate (164033-11-8) + (3S,4S)-4-[4-(1,1-diphenylmethoxycarbonyl)phenoxy]-3-(2-methoxybenzyl)azetidin-2-one (402563-68-2) → (3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one (256410-42-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 45 ℃; for 5h;

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

Reference yield:

o-Methoxybenzyl bromide (52289-93-7) → (3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one (256410-42-1)

Guidance literature:

Multi-step reaction with 5 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

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; triethylamine; 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) → (3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one (256410-42-1)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With dmap; diphenylphosphoranyl azide; triethylamine; In dichloromethane;

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

upstream raw materials:

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

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

(2R)-2-phenylbutanoic acid

o-Methoxybenzyl bromide

Downstream raw materials:

4-[(2S,3S)-3-(2-Methoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid