Fmoc-Tyr-OH

Base Information

• Chemical Name: Fmoc-Tyr-OH
• CAS No.: 92954-90-0
• Molecular Formula: C₂₄H₂₁NO₅
• Molecular Weight: 403.434
• Hs Code.: 2924 29 70
• DSSTox Substance ID: DTXSID90918847
• Nikkaji Number: J956.297D
• Wikidata: Q72479086
• ChEMBL ID: CHEMBL562672
• Mol file: 92954-90-0.mol

Synonyms:Fmoc-Tyr-OH;92954-90-0;Fmoc-L-tyrosine;Nalpha-Fmoc-L-tyrosine;FMOC-TYROSINE;N-Fmoc-L-tyrosine;Fmoc-Tyr;Fmoc-yrosine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxyphenyl)propanoic acid;MFCD00134890;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tyrosine;Fmoc-D-phe(4-OH)-OH;Fmoc-L Tyrosine;Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;SCHEMBL120699;CHEMBL562672;DTXSID90918847;SWZCTMTWRHEBIN-QFIPXVFZSA-N;AKOS010366055;AKOS015922820;AM82312;CS-W009719;HY-W009003;Fmoc-Tyr-OH, >=97.0% (HPLC);AC-37011;AS-14304;N-(9-fluorenylmethoxycarbonyl)-L-tyrosine;F0456;EN300-81247;M03429;N-[9H-Fluoren-9-ylmethoxy)carbonyl]-L-tyrosine;(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-tyrosine;Z1123720067;N-{[(9H-Fluoren-9-yl)methoxy](hydroxy)methylidene}tyrosine;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-hydroxyphenyl)propanoic acid;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxyphenyl)propanoic acid

Chemical Property of Fmoc-Tyr-OH

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 5.24E-19mmHg at 25°C
• Melting Point: 182-187 °C
• Refractive Index: -22.0 ° (C=1, DMF)
• Boiling Point: 672.6 °C at 760 mmHg
• PKA: 2.95±0.10(Predicted)
• Flash Point: 360.6 °C
• PSA: 95.86000
• Density: 1.336 g/cm³
• LogP: 4.31750
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 403.14197277
• Heavy Atom Count: 30
• Complexity: 580

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-Tyr ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=C(C=C4)O)C(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)O
• Uses: N-Fmoc-L-tyrosine is an N-Fmoc-protected form of L-Tyrosine. L-Tyrosine is an essential amino acid that exhibits in vitro antioxidant and antiradical activities. L-Tyrosine is used as a precursor to synthesize catecholamines (e.g. Norepinephrine HCl [N674500]) in human keratinocytes, and also for the synthesis of proteins and thyroid hormones.

Technology Process of Fmoc-Tyr-OH

There total 18 articles about Fmoc-Tyr-OH 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: 100.0%

Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → N-Fmoc-Tyr-OH (112883-29-1,92954-90-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.ijpharm.2011.06.007

Reference yield: 89.4%

→ N-Fmoc-Tyr-OH (112883-29-1,92954-90-0)

Guidance literature:

Reference yield: 88.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → N-Fmoc-Tyr-OH (112883-29-1,92954-90-0)

Guidance literature:

With sodium hydrogencarbonate; In acetone; Ambient temperature;

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-tyrosine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(9-fluorenyl)methyl pentafluorophenyl carbonate

Downstream raw materials:

N^α-Fmoc-Tyr-OPfp

Fmoc-Tyr(PO(OMe)2)-OH

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxy-phenyl)-propionic acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester

Refernces

• 1、 Chen, Mengwei,Cheng, Yu,Lesniak, Maciej S.,Mi, Yongli,Wang, Jingjing,Wang, Qigang,Wang, Xia,Wu, Chu,Wu, Jiaojiao,Wu, Qing,Zhang, Qi. "A Neutrophil-Inspired Supramolecular Nanogel for Magnetocaloric–Enzymatic Tandem Therapy". . p. 3732 - 3738. Retrieved 2020/02/04.
• 2、 Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong. "Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety". . p. 1080 - 1090. Retrieved 2020/05/25.