Benzenepropanoic acid, a-methyl-, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylene-4-phenylbutyl ester

Base Information

• Chemical Name: Benzenepropanoic acid, a-methyl-, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylene-4-phenylbutyl ester
• CAS No.: 634600-99-0
• Molecular Formula: C26H33NO4
• Molecular Weight: 423.552
• Mol file: 634600-99-0.mol

Synonyms:

Chemical Property of Benzenepropanoic acid, a-methyl-, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylene-4-phenylbutyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanoic acid, a-methyl-, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylene-4-phenylbutyl ester

There total 3 articles about Benzenepropanoic acid, a-methyl-, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylene-4-phenylbutyl 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: 47.0%

benzaldehyde N-boc imine (150884-50-7) + 2-methyl-3-phenylpropionic acid 2-trimethylsilanylmethylallyl ester (634600-98-9) → 2-methyl-3-phenylpropionic acid 2-(2-tert-butoxycarbonylamino-2-phenylethyl)allyl ester (634600-99-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1039/a904135d

Reference yield:

2-methyl-3-phenylpropanoyl chloride (81136-08-5,81136-06-3,81136-09-6,38385-67-0) → 2-methyl-3-phenylpropionic acid 2-(2-tert-butoxycarbonylamino-2-phenylethyl)allyl ester (634600-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / pyridine / CH₂Cl₂ / 0.58 h / 20 °C

2.1: BF₃*OEt₂ / CH₂Cl₂ / 0.33 h / 20 °C

2.2: 380 mg / CH₂Cl₂ / 3 h / -20 - 20 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; 2.2: imino-Sakurai reaction;

DOI:10.1039/b303752e

Reference yield:

tert-butyl carbazate (4248-19-5) → 2-methyl-3-phenylpropionic acid 2-(2-tert-butoxycarbonylamino-2-phenylethyl)allyl ester (634600-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / -78 °C

2.1: BF₃*OEt₂ / CH₂Cl₂ / 0.33 h / 20 °C

2.2: 380 mg / CH₂Cl₂ / 3 h / -20 - 20 °C

With boron trifluoride diethyl etherate; In dichloromethane; 2.2: imino-Sakurai reaction;

DOI:10.1039/b303752e

upstream raw materials:

benzaldehyde N-boc imine

2-methyl-3-phenylpropionic acid 2-trimethylsilanylmethylallyl ester

tert-butyl carbazate

2-methyl-3-phenylpropanoyl chloride

Downstream raw materials:

2-methyl-3-phenylpropionic acid 2-(2-benzylamino-2-phenylethyl)allyl ester

2-methyl-3-phenylpropionic acid 2-(2-amino-2-phenylethyl)allyl ester

Refernces

• 1、 Brown, Richard C.D.,Fisher, Martyn. "Solid-phase synthesis of pyrrolidines employing a cyclisation-cleavage strategy". . p. 1547 - 1548. Retrieved 2007/10/03.