H-TYR-NCA

Base Information

• Chemical Name: H-TYR-NCA
• CAS No.: 3415-08-5
• Molecular Formula: C10H9 N O4
• Molecular Weight: 207.186
• Hs Code.: 2934999090
• Mol file: 3415-08-5.mol

Synonyms:2,5-Oxazolidinedione,4-(p-hydroxybenzyl)-, L- (8CI); 2,5-Oxazolidinedione,4-[(4-hydroxyphenyl)methyl]-, (S)-; L-Tyrosine N-carboxyanhydride;N-Carboxy-L-tyrosine anhydride

Chemical Property of H-TYR-NCA

Chemical Property:

• PKA: 9.14±0.40(Predicted)
• PSA: 75.63000
• Density: 1.423
• LogP: 0.89850
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

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

N-Carbonyl-L-TyrosineAnhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: L-Tyr-NCA is used as a reactant in the synthesis of peptides. Peptides such as glutamine penefit in optimum protein utilization for post-injury conditions. N-Carbonyl-L-tyrosine Anhydride is used as a reactant in the synthesis of peptides. Peptides such as glutamine penefit in optimum protein utilization for post-injury conditions.

Technology Process of H-TYR-NCA

There total 5 articles about H-TYR-NCA 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: 95.9%

phosgene (75-44-5) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → L-tyrosine N-carboxyanhydride (3415-08-5)

Guidance literature:

In tetrahydrofuran; at 45 ℃; for 2.5h; Inert atmosphere;

Reference yield: 76.4%

bis(trichloromethyl) carbonate (32315-10-9) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → L-tyrosine N-carboxyanhydride (3415-08-5)

Guidance literature:

In tetrahydrofuran; Inert atmosphere;

DOI:10.1007/s11426-018-9282-4

Reference yield: 60.0%

chloroform (67-66-3,8013-54-5) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → L-tyrosine N-carboxyanhydride (3415-08-5)

Guidance literature:

With oxygen; In acetonitrile; at 70 ℃; UV-irradiation;

upstream raw materials:

phosgene

L-tyrosine

N-carbamoyl-L-tyrosine

bis(trichloromethyl) carbonate

Downstream raw materials:

L-Tyr(OAc) NCA

(S)-3-trimethylsilanyl-4-(4-trimethylsilanyloxy-benzyl)-oxazolidine-2,5-dione

(S)-4-(4-(S)-tetrahydropyran-2-yloxy-benzyl)-oxazolidine-2,5-dione

(S)-4-(4-(R)-tetrahydropyran-2-yloxy-benzyl)-oxazolidine-2,5-dione

Refernces

• 1、 Lu, Yi-Syuan,Lin, Yung-Chih,Kuo, Shiao-Wei. "Separated coil and chain aggregation behaviors on the miscibility and helical peptide secondary structure of poly(tyrosine) with poly(4-vinylpyridine)". . p. 6547 - 6556. Retrieved 2012.
• 2、 -. "METHOD FOR PRODUCING AMINO ACID-N-CARBOXYLIC ACID ANHYDRIDE". Paragraph 0083. . Retrieved 2020/08/07.
• 3、 Mohamed, Mohamed Gamal,Tu, Jia-Huei,Huang, Shih-Hung,Chiang, Yeo-Wan,Kuo, Shiao-Wei. "Hydrogen bonding interactions affect the hierarchical self-assembly and secondary structures of comb-like polypeptide supramolecular complexes displaying photoresponsive behavior". . p. 51456 - 51469. Retrieved 2016/06/09.