N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester
• CAS No.: 155479-40-6
• Molecular Formula: C₂₉H₄₅N₅O₉
• Molecular Weight: 607.704

Synonyms:N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester

Chemical Property of N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester

There total 5 articles about N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-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: 68.0%

L-N-Boc-Ala (15761-38-3) + L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester hydrochloride → Nα-tert-butoxycarbonyl-L-alanyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester (155479-40-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; for 4h;

DOI:10.1016/S0040-4020(01)80813-9

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → Nα-tert-butoxycarbonyl-L-alanyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester (155479-40-6)

Guidance literature:

Multi-step reaction with 5 steps

1: hydroxybenzotriazole*H₂O, dicyclohexylcarbodiimide

2: 4 N HCl / dioxane / 2 h / 25 °C

3: hydroxybenzotriazole*H₂O, dicyclohexylcarbodiimide

4: 96 percent / 4 N HCl / dioxane / 2 h / 25 °C

5: 68 percent / hydroxybenzotriazole*H₂O, dicyclohexylcarbodiimide, triethylamine / CH₂Cl₂ / 4 h

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/S0040-4020(01)80813-9

Reference yield:

Boc-Lys(Z)-Ala-OMe (22839-06-1) → Nα-tert-butoxycarbonyl-L-alanyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester (155479-40-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / dioxane / 2 h / 25 °C

2: hydroxybenzotriazole*H₂O, dicyclohexylcarbodiimide

3: 96 percent / 4 N HCl / dioxane / 2 h / 25 °C

4: 68 percent / hydroxybenzotriazole*H₂O, dicyclohexylcarbodiimide, triethylamine / CH₂Cl₂ / 4 h

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/S0040-4020(01)80813-9

upstream raw materials:

L-N-Boc-Ala

Boc-Lys(Z)-OH

Boc-Lys(Z)-Ala-OMe

N^α-tert-butoxycarbonyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester

Downstream raw materials:

N^α-tert-butoxycarbonyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester

N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester

N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine

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