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

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester
• CAS No.: 224951-63-7
• Molecular Formula: C₂₆H₃₈N₂O₅
• Molecular Weight: 458.598
• Mol file: 224951-63-7.mol

Synonyms:N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester

Chemical Property of N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester

There total 3 articles about N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl 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: 94.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + (2S,5R)-5-tert-butylproline allyl ester hydrochloride → N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester (224951-63-7)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1021/jo990294a

Reference yield:

(2S,5R)-N-(tert-butyloxycarbonyl)-5-tert-butylproline (185142-15-8) → N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester (224951-63-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / DIEA / CH₂Cl₂ / 18 h / Heating

2: 99 percent / HCl gas / CH₂Cl₂ / 2 h / Ambient temperature

3: 94 percent / DIEA, BOP-Cl / CH₂Cl₂ / 18 h / Ambient temperature

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

DOI:10.1021/jo990294a

Reference yield:

(2S,5R)-N-(tert-butyloxycarbonyl)-5-tert-butylproline allyl ester (224951-53-5) → N-(tert-butyloxycarbonyl)-(2S)-phenylalanyl-(2S,5R)-5-tert-butylproline allyl ester (224951-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / HCl gas / CH₂Cl₂ / 2 h / Ambient temperature

2: 94 percent / DIEA, BOP-Cl / CH₂Cl₂ / 18 h / Ambient temperature

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

DOI:10.1021/jo990294a

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

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

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

Downstream raw materials:

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

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