N-Benzyl-L-tyrosine

Base Information

• Chemical Name: N-Benzyl-L-tyrosine
• CAS No.: 75768-66-0
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• Mol file: 75768-66-0.mol

Synonyms:L-N-(benzyl)-tyrosine;(S)-2-Benzylamino-3-(4-hydroxy-phenyl)-propionic acid;N-benzyltyrosine;(S)-N-benzyltyrosine;N-Bzl-Tyr;N-BENZYL-L-TYROSINE;

Chemical Property of N-Benzyl-L-tyrosine

Chemical Property:

• PSA: 69.56000
• LogP: 2.56860

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected L-Tyrosine (T899975), an amino acid, N-Benzyl-L-tyrosine is used by cells to synthesize proteins. L-Tyrosine is biologically converted from L-phenylalanine and is in turn is converted to L-DOPA and further converted into the neurotransmitters: dopamine, norepinephrine, and epinephrine.

Technology Process of N-Benzyl-L-tyrosine

There total 14 articles about N-Benzyl-L-tyrosine 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: 78.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + benzaldehyde (100-52-7) → L-N-(benzyl)-tyrosine (75768-66-0)

Guidance literature:

L-tyrosine; benzaldehyde; With sodium hydroxide; In methanol; for 1h; Reflux;

With sodium tetrahydroborate; for 0.25 - 0.333333h; Cooling with ice;

DOI:10.1016/j.poly.2012.06.018

Reference yield: 68.0%

N-benzyltyrosine tert-butyl ester (179188-06-8) → L-N-(benzyl)-tyrosine (75768-66-0)

Guidance literature:

With trifluoroacetic acid; In water; for 12h;

DOI:10.1021/jm501827k

Reference yield: 60.0%

N-benzylTyrOtBu (138585-28-1) → L-N-(benzyl)-tyrosine (75768-66-0)

Guidance literature:

With water; trifluoroacetic acid; phenol;

DOI:10.1021/jm900715m

upstream raw materials:

benzyl bromide

L-tyrosine

N-benzyltyrosine tert-butyl ester

benzaldehyde

Downstream raw materials:

methyl (S)-N-benzyl-L-tyrosinate

(S)-N-benzyl-N-benzyloxycarbonyltyrosine

L-N-benzyl-N-benzyloxycarbonyltyrosine methyl ester

PhCH₂-Tyr-Gly-Gly-Phe-Leu-D-Asn-Arg-Ile-Dap(Ac)-Pro-Lys-NH₂; Dap = 2,3-diaminopropionic acid

Refernces

• 1、 Joshi, Anand A.,Murray, Thomas F.,Aldrich, Jane V.. "Structure-Activity Relationships of the Peptide Kappa Opioid Receptor Antagonist Zyklophin". . p. 8783 - 8795. Retrieved 2015/12/08.
• 2、 Goswami, Tridib K.,Gadadhar, Sudarshan,Karande, Anjali A.,Chakravarty, Akhil R.. "Photocytotoxic ferrocene-appended (l-tyrosine)copper(II) complexes of phenanthroline bases". . p. 1287 - 1298. Retrieved 2013/07/11.