4-tert-Butyl-L-phenylalanine

Base Information

• Chemical Name: 4-tert-Butyl-L-phenylalanine
• CAS No.: 82372-74-5
• Molecular Formula: C13H19 N O2
• Molecular Weight: 221.299
• Hs Code.: 2922499990
• UNII: 10YZ0R5GQ0
• DSSTox Substance ID: DTXSID60375923
• Nikkaji Number: J2.252.541G
• Mol file: 82372-74-5.mol

Synonyms:82372-74-5;L-4-TERT-BUTYL-PHE;H-PHE(4-TBU)-OH;(S)-2-Amino-3-(4-(tert-butyl)phenyl)propanoic acid;4-tert-Butyl-L-phenylalanine;(2S)-2-amino-3-(4-tert-butylphenyl)propanoic acid;p-tert-Butylphenylalanine;4-(1,1-dimethylethyl)-L-phenylalanine;L-Phenylalanine, 4-(1,1-dimethylethyl)-;10YZ0R5GQ0;(2S)-2-azaniumyl-3-(4-tert-butylphenyl)propanoate;MFCD02259528;4-t-butyl-l-phenylalanine;UNII-10YZ0R5GQ0;SCHEMBL383814;DTXSID60375923;AKOS012010563;AM82723;AC-25343;AS-20122;CS-0154903;EN300-267465;A864423;L-4-tert-Butyl-phenylalanine (H-L-Phe(4-tBu)-OH)

Chemical Property of 4-tert-Butyl-L-phenylalanine

Chemical Property:

• Vapor Pressure: 2.02E-05mmHg at 25°C
• Boiling Point: 347.5oC at 760 mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 164oC
• PSA: 63.32000
• Density: 1.084g/cm3
• LogP: 2.63880
• Storage Temp.: Store at RT.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-tert-Butyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)CC(C(=O)O)N
• Isomeric SMILES: CC(C)(C)C1=CC=C(C=C1)C[C@@H](C(=O)O)N

Technology Process of 4-tert-Butyl-L-phenylalanine

There total 6 articles about 4-tert-Butyl-L-phenylalanine 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: 92.0%

2-Acetylamino-3-(4-tert-butyl-phenyl)-propionic acid (213383-01-8) → (2S)-2-amino-3-(4-tert-butylphenyl)propanoic acid (82372-74-5,274262-82-7) + N-acetyl-4-t-butyl-D-phenylalanine

Guidance literature:

With lithium hydroxide; at 40 ℃; for 48h; porcine kidney acylase;

DOI:10.1080/00397919808004880

Reference yield: 31.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (L)-p-t-butylphenylalanine ((L)-p-t-butyl-PHE) + (2S)-2-amino-3-(4-tert-butylphenyl)propanoic acid (82372-74-5,274262-82-7)

Guidance literature:

With sodium hydroxide; In sulfuric acid; water; tert-butyl alcohol;

Reference yield:

diethyl 2-formylaminomalonate (6326-44-9) + 4-tert-butylbenzyl chloride (19692-45-6) → (2S)-2-amino-3-(4-tert-butylphenyl)propanoic acid (82372-74-5,274262-82-7)

Guidance literature:

With hydrogenchloride; sodium ethanolate; acetic acid; In methanol; diethyl ether; ethanol; dichloromethane;

upstream raw materials:

2-Acetylamino-3-(4-tert-butyl-phenyl)-propionic acid

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene

diethyl 4-(tert-butyl)benzyl-acetamidomalonate

L-phenylalanine

Downstream raw materials:

(2S)-2-[[(tert-butoxy)carbonyl]amino]-3-(4-tert-butylphenyl)propanoic acid

4-tert-butyl-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-phenylalanine

Refernces

• 1、 Jiang, Jianjun,Miller, Robert B.,Tolle, John C.. "A convenient preparation of 4-t-butyl-L-phenylalanine". . p. 3015 - 3019. Retrieved 2007/10/03.