3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester

Base Information

• Chemical Name: 3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester
• CAS No.: 600737-79-9
• Molecular Formula: C31H28INO5
• Molecular Weight: 621.472
• Mol file: 600737-79-9.mol

Synonyms:3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester;

Chemical Property of 3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester

Chemical Property:

• PSA: 73.86000
• LogP: 6.84200
• Solubility.: Dichloromethane

Purity/Quality:

98% ^*data from raw suppliers

3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosineBenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester is a reactant used in the preparation of Dityrosine, Trityrosine, and Pulcherosine.

Technology Process of 3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester

There total 10 articles about 3-Iodo-N-[(benzyloxy)carbonyl]-O-benzyl-L-tyrosine Benzyl Ester 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: 90.0%

N-benzyloxycarbonyl-O-benzyl-L-tyrosine benzyl ester (315203-50-0) → benzyl (S)-3-(4-(benzyloxy)-3-iodophenyl)-2-(((benzyloxy)carbonyl)amino)propanoate (600737-79-9)

Guidance literature:

With iodine; silver sulfate;

DOI:10.1016/S0040-4039(03)01081-5

Reference yield:

(S)-3-(4-(benzyloxy)-3-iodophenyl)-2-(((benzyloxy)carbonyl)amino)propanoic acid + benzyl bromide (100-39-0) → benzyl (S)-3-(4-(benzyloxy)-3-iodophenyl)-2-(((benzyloxy)carbonyl)amino)propanoate (600737-79-9)

Guidance literature:

With potassium carbonate; In acetone; Reflux;

DOI:10.1016/j.bmcl.2016.04.023

Reference yield:

3-Iodo-L-tyrosine (70-78-0) → benzyl (S)-3-(4-(benzyloxy)-3-iodophenyl)-2-(((benzyloxy)carbonyl)amino)propanoate (600737-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. potassium carbonate / toluene / 21 h / 20 °C

2.1: K₂CO₃; tetrabutylammonium iodide / acetone / 0.25 h

2.2: 7.63 g / acetone / 20 h / Heating

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetone; toluene;

DOI:10.1021/jo051076m

upstream raw materials:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine benzyl ester

3-Iodo-L-tyrosine

benzyl chloroformate

benzyl N-carbobenzyloxy-L-tyrosine

Downstream raw materials:

benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate

(S)-3-{2'-Benzyloxy-5'-((S)-2-benzyloxycarbonyl-2-benzyloxycarbonylamino-ethyl)-5-[4-((S)-2-benzyloxycarbonyl-2-benzyloxycarbonylamino-ethyl)-phenoxy]-6-hydroxy-biphenyl-3-yl}-2-benzyloxycarbonylamino-propionic acid benzyl ester

(S)-2-Benzyloxycarbonylamino-3-[6,2'-bis-benzyloxy-5'-((S)-2-benzyloxycarbonyl-2-benzyloxycarbonylamino-ethyl)-biphenyl-3-yl]-propionic acid benzyl ester

C₃₁H₃₀BNO₇