3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL ESTER
• CAS No.: 102124-10-7
• Molecular Formula: C14H21NO2
• Molecular Weight: 235.326
• Mol file: 102124-10-7.mol

Synonyms:3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL ESTER;N-PHENYLMETHYL-BETA-ALANINE 1,1-DIMETHYLETHYL ESTER

Chemical Property of 3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL ESTER

Chemical Property:

• PSA: 38.33000
• LogP: 2.89890

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL ESTER

There total 5 articles about 3-BENZYLAMINO-PROPIONIC ACID TERT-BUTYL 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: 97.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + benzylamine (100-46-9) → tert-butyl 3-(benzylamino)propanoate (102124-10-7)

Guidance literature:

In methanol; at 60 ℃; for 0.5h; Microwave irradiation;

DOI:10.1002/ejoc.202100877

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) + acrylonitrile (107-13-1,25014-41-9) + benzylamine (100-46-9) + benzyl alcohol (100-51-6,185532-71-2) → 3-(benzylamino)propionitrile (706-03-6) + tert-butyl 3-(benzylamino)propanoate (102124-10-7) + tert-butyl 3-(benzyloxy)propanoate

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201309755

Reference yield:

3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester (18605-26-0) → tert-butyl 3-(benzylamino)propanoate (102124-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol; acetic acid / 4 h / 3102.9 Torr / Ambient temperature

2: 1.) Et₃N, MgSO₄, 2.) NaBH₄ / 1.) MeOH, room temperature, 1.5 h, 2.) MeOH, -5 deg C (1.5 h), 0 deg C (1 h)

With sodium tetrahydroborate; hydrogen; magnesium sulfate; triethylamine; palladium on activated charcoal; In methanol; acetic acid;

DOI:10.1021/jo961580e

upstream raw materials:

tert-butyl 3-aminopropanoate

benzaldehyde

3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester

tert-Butyl acrylate

Downstream raw materials:

C₂₆H₃₆N₂O₇

tert-butyl 3-aminopropanoate

C₁₃H₁₈N₂O₃

C₂₅H₄₀N₂O₅

Refernces

• 1、 -. "EIF4E INHIBITORS AND USES THEREOF". Paragraph 00320; 00326; 00398; 00413; 00430. . Retrieved 2021/09/11.
• 2、 Molchanova, Natalia,Hansen, Paul R.,Damborg, Peter,Nielsen, Hanne M.,Franzyk, Henrik. "Lysine-Based α-Peptide/β-Peptoid Peptidomimetics: Influence of Hydrophobicity, Fluorination, and Distribution of Cationic Charge on Antimicrobial Activity and Cytotoxicity". supporting information. p. 312 - 318. Retrieved 2017/03/01.