(+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

Base Information

• Chemical Name: (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester
• CAS No.: 127153-49-5
• Molecular Formula: C₃₄H₃₃NO₄
• Molecular Weight: 519.64
• Mol file: 127153-49-5.mol

Synonyms:(+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

Chemical Property of (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

There total 2 articles about (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl 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: 36.0%

4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester (108052-76-2) + benzyl 2-(diphenylmethyleneamino)acetate (81477-91-0) → (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester (127153-49-5)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1021/jm00107a037

Reference yield:

tert-butyl 4-methylbenzoate (13756-42-8) → (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester (127153-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / Heating

2: 36 percent / 10percent aq. NaOH / tetrabutyl ammonium sulfate / CH₂Cl₂ / 5 h / Ambient temperature

With sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; tetra(n-butyl)ammonium hydrogensulfate; In tetrachloromethane; dichloromethane;

DOI:10.1021/jm00107a037

Reference yield: 67.0%

(+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester (127153-49-5) + toluene-4-sulfonic acid (104-15-4) → (+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate (127152-75-4)

Guidance literature:

In water; acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jm00107a037

upstream raw materials:

4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester

benzyl 2-(diphenylmethyleneamino)acetate

tert-butyl 4-methylbenzoate

Downstream raw materials:

(+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

(+/-)-α-(acetylamino)-4-<(1,1-dimethylethoxy)carbonyl>benzenepropanoic acid

Refernces