methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate

Base Information

• Chemical Name: methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate
• CAS No.: 1229693-88-2
• Molecular Formula: C₂₃H₂₉N₃O₅
• Molecular Weight: 427.5
• Mol file: 1229693-88-2.mol

Synonyms:methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate

Chemical Property of methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate

There total 5 articles about methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate 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: 85.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid (2900-27-8) → methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate (1229693-88-2)

Guidance literature:

(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid; With sodium azide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.333333h;

In tetrahydrofuran; toluene; at 45 ℃; Sonication;

methyl (2S)-2-amino-3-phenylpropanoate; In tetrahydrofuran; dichloromethane; toluene; for 1h; Sonication;

DOI:10.1016/j.tetlet.2010.04.002

Reference yield: 85.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + (S)-Nα-(tert-butoxycarbonyl)phenylglycine hydroxamic acid → methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate (1229693-88-2)

Guidance literature:

(S)-Nα-(tert-butoxycarbonyl)phenylglycine hydroxamic acid; With ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h; Green chemistry;

methyl (2S)-2-amino-3-phenylpropanoate; In dichloromethane; for 6h; chemoselective reaction; Green chemistry;

DOI:10.1002/adsc.201600661

Reference yield:

(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid (2900-27-8) → methyl (((S)-((tert-butoxycarbonyl)amino)(phenyl)methyl)carbamoyl)phenylalaninate (1229693-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -20 °C

1.2: 2 h / 0 - 45 °C

2.1: tetrahydrofuran; water / 3 h / 45 °C

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; water;

DOI:10.1080/00397911003710570

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate

(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid

C₁₃H₁₇N₅O₃