N-CBZ-5-AMINOLEVULINIC ACID

Base Information

• Chemical Name: N-CBZ-5-AMINOLEVULINIC ACID
• CAS No.: 112661-85-5
• Molecular Formula: C13H15 N O5
• Molecular Weight: 265.266
• Hs Code.: 2924299090
• Mol file: 112661-85-5.mol

Synonyms:5-(Benzyloxycarbonylamino)levulinicacid; N-(Benzyloxycarbonyl)-5-aminolevulinic acid

Chemical Property of N-CBZ-5-AMINOLEVULINIC ACID

Chemical Property:

• Boiling Point: 495.1±35.0 °C(Predicted)
• PKA: 4.61±0.17(Predicted)
• PSA: 92.70000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 1.73760
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

5-(((Benzyloxy)carbonyl)amino)-4-oxopentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-CBZ-5-AMINOLEVULINIC ACID

There total 7 articles about N-CBZ-5-AMINOLEVULINIC ACID 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: 52.0%

ALA (106-60-5) + benzyl chloroformate (501-53-1,94274-21-2) → 5-(benzyloxycarbonylamino)-4-oxopentanoic acid (112661-85-5)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 18h; pH=8 - 10;

DOI:10.1021/acs.jmedchem.7b00346

Reference yield: 46.0%

5-aminolevulinic acid hydrochloride (5451-09-2) + benzyl chloroformate (501-53-1,94274-21-2) → 5-(benzyloxycarbonylamino)-4-oxopentanoic acid (112661-85-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water;

Reference yield:

C13H13NO5 → 5-(benzyloxycarbonylamino)-4-oxopentanoic acid (112661-85-5)

Guidance literature:

With hydrogenchloride; iron; In water; at 100 ℃; for 1h;

upstream raw materials:

5-aminolevulinic acid hydrochloride

benzyl chloroformate

ALA

furan-2-ylmethanamine

Downstream raw materials:

2-(3-(benzyloxy)-2-ethyl-4-oxopyridin-1(4H)-yl)ethyl 5-(((benzyloxy)carbonyl)amino)-4-oxopentanoate

5-aminolevulinic acid hydrochloride

Refernces

• 1、 -. "Synthesis method of 5-aminolevulinic acid hydrochloride". . . Retrieved 2019/04/26.
• 2、 Gola, Gabriel F.,Di Venosa, Gabriela M.,Sáenz, Daniel A.,Calvo, Gustavo H.,Cabrera, Gabriela M.,Casas, Adriana G.,Ramírez, Javier A.. "Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction". . p. 89492 - 89498. Retrieved 2016/10/03.