2S-[2-²H]-kynurenine

Base Information

• Chemical Name: 2S-[2-²H]-kynurenine
• CAS No.: 177753-06-9
• Molecular Formula: C₁₀H₁₂N₂O₃
• Molecular Weight: 209.209
• Mol file: 177753-06-9.mol

Synonyms:2S-[2-²H]-kynurenine

Chemical Property of 2S-[2-²H]-kynurenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2S-[2-²H]-kynurenine

There total 12 articles about 2S-[2-²H]-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: 45.0%

N-(benzyloxycarbonyl)-(2S)-(2-(2)H)-kynurenine (177753-11-6) → 2S-[2-2H]-kynurenine (177753-06-9)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/0960-894X(96)00128-X

Reference yield: 42.0%

N'-acetyl-2S-[2-2H]-kynurenine (177753-08-1) → 2S-[2-2H]-kynurenine (177753-06-9)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

DOI:10.1016/S0040-4020(97)10013-8

Reference yield:

(2-2H)-L-tryptophan (81279-11-0) → 2S-[2-2H]-kynurenine (177753-06-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 72 percent / thionyl chloride / 1 h / 100 °C

2: 82 percent / sodium carbonate / H₂O / Ambient temperature

3: 1.) ozone, 2.) dimethyl sulphide / 1.) methanol, -78 deg C, 2.) methanol

4: 98 percent / HCl / methanol; dioxane / 1 h / Ambient temperature

5: 95 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O / 2 h / 70 °C

6: 45 percent / hydrogen / Pd/C / methanol

With hydrogenchloride; lithium hydroxide; thionyl chloride; dimethylsulfide; hydrogen; sodium carbonate; ozone; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1016/S0040-4020(97)10013-8

upstream raw materials:

N'-acetyl-2S-[2-²H]-kynurenine

N-(benzyloxycarbonyl)-(2S)-(2-⁽²⁾H)-kynurenine

Kynurenine

N-acetyl (2SR)-(2-⁽²⁾H)-tryptophan

Refernces

• 1、 Ross, Fiona C.,Botting, Nigel P.,Leeson, Paul D.. "Two syntheses of 2S-[2-2H]-kynurenine". . p. 875 - 878. Retrieved 2007/10/03.