tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate

Base Information

• Chemical Name: tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate
• CAS No.: 765299-31-8
• Molecular Formula: C₂₁H₃₂N₂O₆
• Molecular Weight: 408.495
• Mol file: 765299-31-8.mol

Synonyms:tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate

Chemical Property of tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate

There total 1 articles about tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate 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: 49.0%

tert-butyl alcohol (75-65-0) + 1-tert-butyl (S)-N-benzyloxycarbonyl-N-methylaspartate (765299-28-3) → tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate (765299-31-8)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 80 ℃; for 17h;

DOI:10.1016/j.tet.2004.06.034

Reference yield: 68.0%

tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate (765299-31-8) → (2S)-N2-carbobenzoxy-N2-methyl-2,3-diaminopropionic acid (147634-99-9)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2004.06.034

Reference yield:

tert-butyl (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonyl)aminopropionate (765299-31-8) → (S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonylamino)propionic acid (765299-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / TFA / 1.5 h / 20 °C

2: 97 percent / aq. NaOH; Na₂CO₃ / 2-methyl-propan-2-ol / 3.5 h / 0 - 20 °C / pH 9

With sodium hydroxide; sodium carbonate; trifluoroacetic acid; In tert-butyl alcohol;

DOI:10.1016/j.tet.2004.06.034

upstream raw materials:

tert-butyl alcohol

1-tert-butyl (S)-N-benzyloxycarbonyl-N-methylaspartate

Downstream raw materials:

(2S)-N²-carbobenzoxy-N²-methyl-2,3-diaminopropionic acid

(S)-2-(N-benzyloxycarbonyl-N-methyl)amino-3-(tert-butoxycarbonylamino)propionic acid

C₂₀H₂₉N₅O₆S