(R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester

Base Information

• Chemical Name: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester
• CAS No.: 787633-99-2
• Molecular Formula: C₁₇H₁₇Cl₂NO₂
• Molecular Weight: 338.233
• Mol file: 787633-99-2.mol

Synonyms:(R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester

Chemical Property of (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester

There total 1 articles about (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl 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:

methyl 2-bromo-2-(4-chlorophenyl)acetate (24091-92-7) + (R)-1-(4-chlorophenyl)ethylamine (27298-99-3) → (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester (787633-99-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile;

DOI:10.1016/j.bmcl.2005.02.018

Reference yield:

(R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester (787633-99-2) → (S)-7-(2-Bromo-phenyl)-3-(4-chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-6-phenylselanyl-[1,4]diazepane-2,5-dione (851664-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CHCl₃

2: aq. NaOH / methanol; tetrahydrofuran

3: NH₄Cl; HOBt; DIPEA / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆ / dimethylformamide

4: silver triflate; DMF / acetonitrile

With pyridine; sodium hydroxide; silver trifluoromethanesulfonate; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.02.018

Reference yield:

(R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester (787633-99-2) → 5-[(3S)-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-2,5-dioxo-7-phenyl-1,4-diazepin-1-yl]valeric acid

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / CHCl₃

2: aq. NaOH / methanol; tetrahydrofuran

3: NH₄Cl; HOBt; DIPEA / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆ / dimethylformamide

4: silver triflate; DMF / acetonitrile

5: hydrogen peroxide / tetrahydrofuran

6: K₂CO₃ / dimethylformamide

7: TFA / CH₂Cl₂

With pyridine; sodium hydroxide; dihydrogen peroxide; silver trifluoromethanesulfonate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; HATU; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.02.018

upstream raw materials:

methyl 2-bromo-2-(4-chlorophenyl)acetate

(R)-1-(4-chlorophenyl)ethylamine

Downstream raw materials:

(4-Chloro-phenyl)-{[(R)-1-(4-chloro-phenyl)-ethyl]-[(E)-(3-phenyl-acryloyl)]-amino}-acetic acid methyl ester

{[(E)-3-(2-Bromo-phenyl)-acryloyl]-[(R)-1-(4-chloro-phenyl)-ethyl]-amino}-(4-chloro-phenyl)-acetic acid methyl ester

(4-Chloro-phenyl)-{[(R)-1-(4-chloro-phenyl)-ethyl]-[(E)-(3-phenyl-acryloyl)]-amino}-acetic acid

(3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione