N-Acetyl-D-tyrosine

Base Information

• Chemical Name: N-Acetyl-D-tyrosine
• CAS No.: 19764-32-0
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2924299090
• European Community (EC) Number: 243-279-6
• UNII: ZF9BXD0KPH
• DSSTox Substance ID: DTXSID50173450
• Nikkaji Number: J225.269D
• ChEMBL ID: CHEMBL291831
• Mol file: 19764-32-0.mol

Synonyms:19764-32-0;N-Acetyl-D-tyrosine;AC-D-TYR-OH;(R)-2-Acetamido-3-(4-hydroxyphenyl)propanoic acid;Acetyl-D-tyrosine;D-Tyrosine, N-acetyl-;(2R)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid;ZF9BXD0KPH;CHEMBL291831;EINECS 243-279-6;NSC-10853;UNII-ZF9BXD0KPH;NCIStruc1_000278;NCIStruc2_000194;SCHEMBL1204300;DTXSID50173450;TYROSINE, N-ACETYL-, D-;NCI10853;BDBM50043820;CCG-38086;MFCD00063037;NCGC00013119;NCGC00013119-02;NCGC00096240-01;BS-21907;CS-0154027;D81771;EN300-1065146;A880029;J-012770;(R)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionic acid

Chemical Property of N-Acetyl-D-tyrosine

Chemical Property:

• Vapor Pressure: 4.07E-12mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 531.3 °C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 275.1 °C
• PSA: 86.63000
• Density: 1.304 g/cm³
• LogP: 0.91490
• Storage Temp.: Store at RT.
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

98%Min ^*data from raw suppliers

Acetyl-D-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O
• Isomeric SMILES: CC(=O)N[C@H](CC1=CC=C(C=C1)O)C(=O)O
• Uses: Ac-D-Tyr-OH is an intermediate used in the preparation of D-(R)-tyrosine and D-(R)-tyrosine derivatives.

Technology Process of N-Acetyl-D-tyrosine

There total 6 articles about N-Acetyl-D-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:

(Z)-2-acetamido-3-(p-hydroxyphenyl)-2-propenic acid (64896-33-9) → N-acetyl-L-tyrosine (537-55-3) + Ac-D-Tyrosine (19764-32-0)

Guidance literature:

With hydrogen; triethylamine; Rh(I)-phosphine 22; In ethanol; at 20 ℃; under 41371.8 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00327a023

Reference yield:

(Z)-2-acetamido-3-(p-hydroxyphenyl)-2-propenic acid (64896-33-9) → Ac-D-Tyrosine (19764-32-0)

Guidance literature:

With hydrogen; rhodium(I)-(S,S)-skewphos complexes; In tetrahydrofuran; Yield given; Ambient temperature;

DOI:10.1021/ja00399a023

Reference yield:

α-acetylamino-4-hydroxy-cinnamic acid (38243-39-9) → Ac-D-Tyrosine (19764-32-0)

Guidance literature:

With (S,S)-2,3-bis(tert-butylmethylphosphino)quinoxaline(1,5-cyclooctadiene)rhodium(I) hexafluoroantimonate; hydrogen; In methanol; at 20 ℃; for 22h; under 15201 Torr; Pressure; enantioselective reaction; Catalytic behavior;

upstream raw materials:

2-acetylamino-3-(4-hydroxyphenyl)propionic acid methyl ester

(Z)-2-acetamido-3-(p-hydroxyphenyl)-2-propenic acid

tyrosine

acetic anhydride

Downstream raw materials:

N-acetyl-D-tyrosine ethyl ester

N-acetyl-D-tyrosine tert-butyl ester

7-((2-(R)-acetyl-amino-3-(4-hydroxy-phenyl)propionylamino)methyl)-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester

tyrosine

Refernces

• 1、 Li, Ji,Feng, Yan Hua,Li, Xin Bai,Han, Wei,Liu, Huan Qiu,Shao, Guo Guang. "Concise synthesis of (-)-anisomycin". scheme or table. p. 647 - 649. Retrieved 2012/08/13.
• 2、 Bhalerao,Rao,Fadnavis. "A novel tea-bag methodology for enzymatic resolutions of α-amino acid derivatives in reverse micellar media". . p. 2109 - 2118. Retrieved 2007/10/02.