N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester
• CAS No.: 412303-25-4
• Molecular Formula: C₂₇H₄₂N₂O₅
• Molecular Weight: 474.641
• Mol file: 412303-25-4.mol

Synonyms:N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester

Chemical Property of N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester

There total 4 articles about N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester 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: 86.0%

(2S,5R)-5-tert-butylpropline benzyl ester hydrochloride + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester (412303-25-4)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja012442w

Reference yield:

benzyl bromide (100-39-0) → N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester (412303-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / DIEA / CH₂Cl₂ / 18 h / Heating

2: 99 percent / HCl(g) / CH₂Cl₂ / 2 h / 20 °C

3: 86 percent / BOP-Cl; DIEA / CH₂Cl₂

With hydrogenchloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja012442w

Reference yield:

(2S,5R)-N-(tert-butyloxycarbonyl)-5-tert-butylproline (185142-15-8) → N-(tert-butoxycarbonyl)-(S)-leucyl-(2S,5R)-5-tert-butylproline benzyl ester (412303-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / DIEA / CH₂Cl₂ / 18 h / Heating

2: 99 percent / HCl(g) / CH₂Cl₂ / 2 h / 20 °C

3: 86 percent / BOP-Cl; DIEA / CH₂Cl₂

With hydrogenchloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja012442w

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

benzyl bromide

(2S,5R)-N-(tert-butyloxycarbonyl)-5-tert-butylproline

(2S,5R)-N-(tert-butoxycarbonyl)-5-tert-butylpropline benzyl ester

Refernces