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

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine
• CAS No.: 155479-41-7
• Molecular Formula: C₂₈H₄₃N₅O₉
• Molecular Weight: 593.678

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

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

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

There total 6 articles about N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxy-carbonyl)-L-lysyl-L-alanine 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: 95.0%

Nα-tert-butoxycarbonyl-L-alanyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester (155479-40-6) → Nα-tert-butoxycarbonyl-L-alanyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine (155479-41-7)

Guidance literature:

With sodium hydroxide; In methanol; water; at 25 ℃; 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 (155479-41-7)

Guidance literature:

Multi-step reaction with 6 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

6: 95 percent / 1 N NaOH / methanol; H₂O / 4 h / 25 °C

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; dichloromethane; water;

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 (155479-41-7)

Guidance literature:

Multi-step reaction with 5 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

5: 95 percent / 1 N NaOH / methanol; H₂O / 4 h / 25 °C

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; dichloromethane; water;

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

upstream raw materials:

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

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-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

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