N^α-t-butyloxycarbonyl-L-kynurenine

Base Information

• Chemical Name: N^α-t-butyloxycarbonyl-L-kynurenine
• CAS No.: 74802-08-7
• Molecular Formula: C₁₅H₂₀N₂O₅
• Molecular Weight: 308.334
• Mol file: 74802-08-7.mol

Synonyms:N^α-t-butyloxycarbonyl-L-kynurenine

Chemical Property of N^α-t-butyloxycarbonyl-L-kynurenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-t-butyloxycarbonyl-L-kynurenine

There total 3 articles about N^α-t-butyloxycarbonyl-L-kynurenine 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%

di-tert-butyl dicarbonate (24424-99-5) + L-kynurenine (2922-83-0) → Nα-t-butyloxycarbonyl-L-kynurenine (74802-08-7)

Guidance literature:

With sodium hydrogencarbonate; sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 0.5h;

DOI:10.3390/biom10020284

Reference yield: 82.0%

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) + L-kynurenine (2922-83-0) → Nα-t-butyloxycarbonyl-L-kynurenine (74802-08-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 5h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfate (16055-80-4,13535-93-8,17268-44-9) → Nα-t-butyloxycarbonyl-L-kynurenine (74802-08-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 5h;

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid sulfate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

L-kynurenine

Downstream raw materials:

t-butyloxycarbonyl-L-kynurenylglycyl-L-phenylalanine 2,4,6-trimethylbenzyl ester

L-kynurenylglycyl-L-phenylalanine

t-butyloxycarbonyl-L-kynurenylglycine p-nitrophenyl ester

Benzyl 2-(3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-ethanoate

Refernces

• 1、 Benyhe, Sándor,Dimmito, Marilisa Pia,Mollica, Adriano,Nalli, Marianna,Pieretti, Stefano,Stefanucci, Azzurra,Sz?cs, Edina,Vécsei, László,Zádor, Ferenc,Zengin, Gokhan. "Discovery of kynurenines containing oligopeptides as potent opioid receptor agonists". . . Retrieved 2020/02/26.