N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

Base Information

• Chemical Name: N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide
• CAS No.: 1312775-18-0
• Molecular Formula: C₂₇H₃₆N₄O₅
• Molecular Weight: 496.607
• Mol file: 1312775-18-0.mol

Synonyms:N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

Chemical Property of N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

There total 5 articles about N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide 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%

2-<2-(Benzyloxycarboxamido)-2-methylpropionamido>-2-methylpropionsaeure (79775-03-4) + 2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine (75755-40-7) → N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide (1312775-18-0)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 4.16h;

DOI:10.1002/hlca.201100116

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide (1312775-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; sodium hydroxide / 1,4-dioxane; toluene / 0 - 20 °C

2: diethyl ether / 0 - 20 °C

3: hydrogenchloride; water / tetrahydrofuran / 20 °C

4: tetrahydrofuran / 4.16 h / 0 - 20 °C

With hydrogenchloride; water; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; toluene;

DOI:10.1002/hlca.201100116

Reference yield:

Z-Aib-OH (15030-72-5) → N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide (1312775-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 0 - 20 °C

2: hydrogenchloride; water / tetrahydrofuran / 20 °C

3: tetrahydrofuran / 4.16 h / 0 - 20 °C

With hydrogenchloride; water; In tetrahydrofuran; diethyl ether;

DOI:10.1002/hlca.201100116

upstream raw materials:

N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

Z-Aib-OH

2-<2-(Benzyloxycarboxamido)-2-methylpropionamido>-2-methylpropionsaeure

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine

Downstream raw materials:

N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide

N-[benzyloxycarbonyl]-2-methylalanyl-2-methylalanyl-2-methylalanyl-L-prolyl-2-methylalanyl-2-methylalanyl-2-methylalanine-N-methyl-N-phenylamide