BOC-(TRANS)-4-(4-METHYL-PHENYL)-PYRROLIDINE-3-CARBOXYLIC ACID

Base Information

• Chemical Name: BOC-(TRANS)-4-(4-METHYL-PHENYL)-PYRROLIDINE-3-CARBOXYLIC ACID
• CAS No.: 1360437-60-0
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.374
• Mol file: 1360437-60-0.mol

Synonyms:

Chemical Property of BOC-(TRANS)-4-(4-METHYL-PHENYL)-PYRROLIDINE-3-CARBOXYLIC ACID

Chemical Property:

Purity/Quality:

98.5% ^*data from raw suppliers

(3R,4S)-rel-1-(tert-Butoxycarbonyl)-4-(p-tolyl)pyrrolidine-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-(TRANS)-4-(4-METHYL-PHENYL)-PYRROLIDINE-3-CARBOXYLIC ACID

There total 5 articles about BOC-(TRANS)-4-(4-METHYL-PHENYL)-PYRROLIDINE-3-CARBOXYLIC ACID 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:

4-p-tolyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester → 4-p-tolyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester (1360437-60-0)

Guidance literature:

With sodium hydroxide; In methanol; at 65 ℃;

DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

(3SR,4SR)methyl 1-benzyl-4-(p-tolyl)pyrrolidine-3-carboxylate (898547-79-0) → 4-p-tolyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester (1360437-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HCO₂NH₄ / Pd(OH)2/C / methanol / 65 °C

2: aq. NaHCO₃; NaCl / CHCl₃ / 60 °C

3: aq. NaOH / methanol / 65 °C

With sodium hydroxide; ammonium formate; sodium hydrogencarbonate; sodium chloride; palladium dihydroxide; In methanol; chloroform;

DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

3-p-tolyl-acrylic acid methyl ester (20754-20-5) → 4-p-tolyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester (1360437-60-0)

Guidance literature:

Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂ / 0 °C

2: HCO₂NH₄ / Pd(OH)2/C / methanol / 65 °C

3: aq. NaHCO₃; NaCl / CHCl₃ / 60 °C

4: aq. NaOH / methanol / 65 °C

With sodium hydroxide; ammonium formate; sodium hydrogencarbonate; trifluoroacetic acid; sodium chloride; palladium dihydroxide; In methanol; dichloromethane; chloroform;

DOI:10.1016/j.bmcl.2005.06.033

upstream raw materials:

(3SR,4SR)methyl 1-benzyl-4-(p-tolyl)pyrrolidine-3-carboxylate

3-p-tolyl-acrylic acid methyl ester

4-methyl-benzaldehyde

Refernces

• 1、 Ujjainwalla, Feroze,Warner, Daniel,Snedden, Christine,Grisson, Ricky D.,Walsh, Thomas F.,Wyvratt, Matthew J.,Kalyani, Rubana N.,MacNeil, Tanya,Tang, Rui,Weinberg, David H.,Van Der Ploeg, Lex,Goulet, Mark T.. "Design and syntheses of melanocortin subtype-4 receptor agonists. Part 2: Discovery of the dihydropyridazinone motif". . p. 4023 - 4028. Retrieved 2007/10/03.