FMOC-HOMO-L-TYROSINE

Base Information

• Chemical Name: FMOC-HOMO-L-TYROSINE
• CAS No.: 198560-10-0
• Molecular Formula: C25H23NO5
• Molecular Weight: 417.45400
• Mol file: 198560-10-0.mol

Synonyms:FMOC-L-HOMOTYROSINE;FMOC-HTY-OH;FMOC-L-HTYR-OH;AmbotzFAA1722;FMOC-HTYR-OH;FMOC-L-HOMOTYR-OH;Fmoc-homoTyr-OH;FMOC-HOMO-TYROSINE;Fmoc-homo-L-tyrosine;

Chemical Property of FMOC-HOMO-L-TYROSINE

Chemical Property:

• Vapor Pressure: 2.35E-19mmHg at 25°C
• Boiling Point: 678.8oC at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 364.3oC
• PSA: 95.86000
• Density: 1.311g/cm3
• LogP: 4.70760
• Storage Temp.: Store at 0°C

Purity/Quality:

99.3% ^*data from raw suppliers

Fmoc-homo-l-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-HOMO-L-TYROSINE

There total 5 articles about FMOC-HOMO-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: 77.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-homotyrosine hydrobromide (141899-12-9,185617-14-5) → Fmoc-hTyrOH (198560-10-0)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 25 ℃; for 2h;

DOI:10.1016/S0968-0896(00)00097-3

Reference yield:

2-Chloroanisole (766-51-8) → Fmoc-hTyrOH (198560-10-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / AlCl₃

2: 90 percent / H₂ / Pd/C

3: HBr; AcOH

With aluminium trichloride; hydrogen bromide; hydrogen; acetic acid; palladium on activated charcoal; 1: Friedel-Craft's reaction;

DOI:10.1016/S0960-894X(02)00978-2

Reference yield:

(S)-4-(3-Chloro-4-methoxy-phenyl)-2-(3-methyl-ureido)-4-oxo-butyric acid (642408-92-2) → Fmoc-hTyrOH (198560-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂ / Pd/C

2: HBr; AcOH

With hydrogen bromide; hydrogen; acetic acid; palladium on activated charcoal;

DOI:10.1016/S0960-894X(02)00978-2

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-homotyrosine hydrobromide

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

(S)-homotyrosine

Downstream raw materials:

C₃₅H₃₇NO₁₀

2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

Fmoc(Z)Orn-Thr(Ot-Bu)-Hyp(Ot-Bu)-hTyr(Ot-Bu)Ot-Bu

FmocThr(Ot-Bu)-Hyp(Ot-Bu)-hTyr(Ot-Bu)Ot-Bu

Refernces

• 1、 Klein, Larry L.,Li, Leping,Chen, Hui-Ju,Curty, Cynthia B.,Degoey, David A.,Grampovnik, David J.,Leone, Christina L.,Thomas, Sheela A.,Yeung, Clinton M.,Funk, Kenneth W.,Kishore, Vimal,Lundell, Edwin O.,Wodka, Dariusz,Meulbroek, Jon A.,Alder, Jeffrey D.,Nilius, Angela M.,Lartey, Paul A.,Plattner, Jacob J.. "Total synthesis and antifungal evaluation of cyclic aminohexapeptides". . p. 1677 - 1696. Retrieved 2007/10/03.