4,4'-BIPHENYLALANINE-1,1-DIMETHYL ETHYL ESTER

Base Information

• Chemical Name: 4,4'-BIPHENYLALANINE-1,1-DIMETHYL ETHYL ESTER
• CAS No.: 225528-25-6
• Molecular Formula: C₁₉H₂₃NO₂
• Molecular Weight: 297.397
• Hs Code.: 2922499990
• Mol file: 225528-25-6.mol

Synonyms:4,4’-BIPHENYLALANINE-1,1-DIMETHYL ETHYL ESTER;4,4’-BIPHENYLALAMINE-1,1-DIMETHYL ETHYL ESTER;5-ALFA-AMINO-[(1,1’’-BIPHENYL)]-4-PROPANOIC ACID, 1,1-DIMETHYL ETHYL ESTER

Chemical Property of 4,4'-BIPHENYLALANINE-1,1-DIMETHYL ETHYL ESTER

Chemical Property:

• Vapor Pressure: 3.16E-07mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 418.9°C at 760 mmHg
• Flash Point: 247.4°C
• PSA: 52.32000
• Density: 1.071g/cm³
• LogP: 4.26540
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(S)-tert-Butyl3-([1,1'-biphenyl]-4-yl)-2-aminopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-BIPHENYLALANINE-1,1-DIMETHYL ETHYL ESTER

There total 3 articles about 4,4'-BIPHENYLALANINE-1,1-DIMETHYL ETHYL 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: 53.0%

tert-butyl (2S)-2-(benzyloxycarbonylamino)-3-(4-phenylphenyl)propanoate → tert-butyl (2S)-2-amino-3-(4-phenylphenyl)propanoate (225528-25-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 3h; under 760.051 Torr;

DOI:10.1002/cmdc.201600218

Reference yield:

2-benzyloxycarbonylamino-3-biphenyl-4-ylpropionic acid (270568-72-4,176794-80-2) → tert-butyl (2S)-2-amino-3-(4-phenylphenyl)propanoate (225528-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: di-tert-butyl dicarbonate; dmap / 1 h / 40 °C

2: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 3 h / 20 °C / 760.05 Torr

With dmap; di-tert-butyl dicarbonate; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran;

DOI:10.1002/cmdc.201600218

Reference yield:

acetic acid tert-butyl ester (540-88-5) + (S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid (155760-02-4,170080-13-4) → tert-butyl (2S)-2-amino-3-(4-phenylphenyl)propanoate (225528-25-6)

Guidance literature:

With perchloric acid;

DOI:10.1016/j.bmcl.2009.01.047

upstream raw materials:

acetic acid tert-butyl ester

(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid

2-benzyloxycarbonylamino-3-biphenyl-4-ylpropionic acid

Refernces

• 1、 Kline, Toni,Barry, Kathleen C.,Jackson, Stona R.,Felise, Heather B.,Nguyen, Hai V.,Miller, Samuel I.. "Tethered thiazolidinone dimers as inhibitors of the bacterial type III secretion system". scheme or table. p. 1340 - 1343. Retrieved 2009/10/15.