N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester

Base Information

• Chemical Name: N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester
• CAS No.: 155567-95-6
• Molecular Formula: C₂₃H₃₃NO₆
• Molecular Weight: 419.518
• Mol file: 155567-95-6.mol

Synonyms:N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester

Chemical Property of N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester

There total 5 articles about N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester 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: 93.0%

Nα-(tert-butyloxycarbonyl)-Cα-methyl-D,L-aspartic acid α-benzyl ester (155567-94-5) + cyclohexanol (108-93-0) → Nα-(tert-butyloxycarbonyl)-Cα-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester (155567-95-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 1.5h;

DOI:10.1021/ja00087a007

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → Nα-(tert-butyloxycarbonyl)-Cα-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester (155567-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Et₃N / 2-methyl-propan-2-ol / 2 h / 80 °C

2: 47 percent / 25percent aq. NaOH / tetrahydrofuran; dioxane / 2.5 h

3: 93 percent / DMAP, DCC / CH₂Cl₂ / 1.5 h

With dmap; sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; tert-butyl alcohol;

DOI:10.1021/ja00087a007

Reference yield:

L-alanine benzyl ester benzophenone imine (143428-44-8) → Nα-(tert-butyloxycarbonyl)-Cα-methyl-D,L-aspartic acid α-benzyl β-cyclohexyl diester (155567-95-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) potassium bis(trimethylsilyl)amide, 3.) 1 N aq. HCl

2: 98 percent / Et₃N / 2-methyl-propan-2-ol / 2 h / 80 °C

3: 47 percent / 25percent aq. NaOH / tetrahydrofuran; dioxane / 2.5 h

4: 93 percent / DMAP, DCC / CH₂Cl₂ / 1.5 h

With hydrogenchloride; dmap; sodium hydroxide; potassium hexamethylsilazane; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; tert-butyl alcohol;

DOI:10.1021/ja00087a007

upstream raw materials:

N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid α-benzyl ester

cyclohexanol

di-tert-butyl dicarbonate

L-alanine benzyl ester benzophenone imine

Downstream raw materials:

N^α-(tert-butyloxycarbonyl)-C^α-methyl-D,L-aspartic acid β-cyclohexyl ester

Refernces