N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester

Base Information

• Chemical Name: N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester
• CAS No.: 82175-94-8
• Molecular Formula: C₂₁H₂₈F₃N₅O₇S
• Molecular Weight: 551.544

Synonyms:N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester

Chemical Property of N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester

Chemical Property:

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Technology Process of N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester

There total 4 articles about N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl 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: 50.9%

L-alanyl-alanine methylester hydrochloride (41036-19-5,105328-90-3) + Nα-(o-nitrophenylsulfenyl)-Nε-(trifluoroacetyl)-L-lysine N-hydroxysuccinimide ester (64851-79-2) → Nα-(o-nitrophenylsulfenyl)-Nε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester (82175-94-8)

Guidance literature:

With triethylamine; In 1,4-dioxane; dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

(S)-6-trifluoroacetylamino-2-aminohexanoic acid (10009-20-8,96193-68-9) → Nα-(o-nitrophenylsulfenyl)-Nε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester (82175-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2N NaOH / acetone

2: dicyclohexylcarbodiimide / dioxane; CH₂Cl₂ / 7 h / 0 - 20 °C

3: 50.9 percent / triethylamine / dioxane; CH₂Cl₂ / 16 h / 0 - 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; acetone;

Reference yield:

2-nitrobenzenesulfenyl chloride (7669-54-7) → Nα-(o-nitrophenylsulfenyl)-Nε-(trifluoroacetyl)-L-lysyl-L-alanyl-L-alanine methyl ester (82175-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2N NaOH / acetone

2: dicyclohexylcarbodiimide / dioxane; CH₂Cl₂ / 7 h / 0 - 20 °C

3: 50.9 percent / triethylamine / dioxane; CH₂Cl₂ / 16 h / 0 - 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; acetone;

upstream raw materials:

L-alanyl-alanine methylester hydrochloride

N^α-(o-nitrophenylsulfenyl)-N^ε-(trifluoroacetyl)-L-lysine N-hydroxysuccinimide ester

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

2-nitrobenzenesulfenyl chloride

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