Boc-Tyr-Pro-Trp-PheNH₂

Base Information

• Chemical Name: Boc-Tyr-Pro-Trp-PheNH₂
• CAS No.: 351184-02-6
• Molecular Formula: C₃₉H₄₆N₆O₇
• Molecular Weight: 710.83
• Mol file: 351184-02-6.mol

Synonyms:Boc-Tyr-Pro-Trp-PheNH₂

Chemical Property of Boc-Tyr-Pro-Trp-PheNH₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-Tyr-Pro-Trp-PheNH₂

There total 10 articles about Boc-Tyr-Pro-Trp-PheNH₂ 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: 84.5%

(tert-butoxycarbonyl)-L-tyrosyl-L-proline (74201-47-1,124194-60-1,124194-61-2) + 2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-(1H-indol-3-yl)propanamide (158276-61-0) → Boc-Tyr-Pro-Trp-PheNH2 (351184-02-6)

Guidance literature:

With Pseudomonas aeruginosa PT₁₂₁ protease; In water; ethyl acetate; at 35 ℃; for 12h; Enzymatic reaction;

DOI:10.1039/c1gc15042a

Reference yield:

Boc-Tyr-OH (3978-80-1) + H-Pro-Trp-PheNH2 hydrochloride → Boc-Tyr-Pro-Trp-PheNH2 (351184-02-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 12h;

DOI:10.1039/b301507f

Reference yield:

Boc-Trp-OH (13139-14-5) → Boc-Tyr-Pro-Trp-PheNH2 (351184-02-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N; HOBt; EDCI / CH₂Cl₂; dimethylformamide / 12 h / 0 °C

2: HCl / dioxane / 1 h / 0 °C

3: Et₃N; HOBt; EDCI / CH₂Cl₂; dimethylformamide / 12 h / 0 °C

4: HCl / dioxane / 1 h / 0 °C

5: Et₃N; HOBt; EDCI / CH₂Cl₂; dimethylformamide / 12 h / 0 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b301507f

upstream raw materials:

Boc-Tyr-OH

1-(tert-butoxycarbonyl)-L-proline

(S)-2-amino-3-phenylpropionamide hydrochloride

Boc-Trp-OH

Downstream raw materials:

endomorphin 1

Refernces

• 1、 Cardillo, Giuliana,Gentilucci, Luca,Tolomelli, Alessandra,Calienni, Maria,Qasem, Ahmed R.,Spampinato, Santi. "Stability against enzymatic hydrolysis of endomorphin-1 analogues containing β-proline". . p. 1498 - 1502. Retrieved 2007/10/03.