N-Acetylphenylalanylphenylalanine tert-butyl ester

Base Information

• Chemical Name: N-Acetylphenylalanylphenylalanine tert-butyl ester
• CAS No.: 128992-42-7
• Molecular Formula: C₂₄H₃₀N₂O₄
• Molecular Weight: 410.513
• Mol file: 128992-42-7.mol

Synonyms:N-Acetylphenylalanylphenylalanine tert-butyl ester

Chemical Property of N-Acetylphenylalanylphenylalanine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of N-Acetylphenylalanylphenylalanine tert-butyl ester

There total 4 articles about N-Acetylphenylalanylphenylalanine tert-butyl 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: 99.0%

(S)-2-acetylamino-3-phenylpropanoic acid (2018-61-3) + L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) → N-Acetylphenylalanylphenylalanine tert-butyl ester (128992-42-7)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 23h;

DOI:10.1039/c4cc03868a

Reference yield:

L-phenylalanine tert-butyl ester (16874-17-2) + (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone (38879-46-8) → N-Acetylphenylalanylphenylalanine tert-butyl ester (128992-39-2) + N-Acetylphenylalanylphenylalanine tert-butyl ester (128992-42-7)

Guidance literature:

With hydrogen; palladium dichloride; In 1,2-dimethoxyethane; at 20 ℃; under 912 Torr; Mechanism; Rate constant; stereoselectivity;

DOI:10.1007/BF00960334

Reference yield:

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone (38879-46-8) → N-Acetylphenylalanylphenylalanine tert-butyl ester (128992-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, Et₃N / PdCl₂ / 1,2-dimethoxy-ethane

2: Et₃N / 2-methyl-propan-2-ol

With hydrogen; triethylamine; palladium dichloride; In 1,2-dimethoxyethane; tert-butyl alcohol;

DOI:10.1007/BF00960334

upstream raw materials:

2-methyl-4-benzyl-4H-oxazolin-5-one

L-phenylalanine tert-butyl ester

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone

(S)-2-acetylamino-3-phenylpropanoic acid

Downstream raw materials:

(S)-2-((S)-2-acetamido-3-phenylpropanamido)-3-phenylpropanoic acid

Refernces

• 1、 Lyubeznova, M. R.,Karpeiskaya, E. I.,Klabunovskii, E. I.. "ASYMMETRIC SYNTHESIS OF AMINO ACIDS VIA THE CATALYTIC REDUCTION OF ACYLAMINOACRYLIC ACID AZLACTONE DERIVATIVES. 24. REDUCTIVE AMINOLYSIS OF 2-METHYL-4-BENZYLIDENE-Δ2-OXAZOLIN-5-ONE UPON TREATMENT WITH A CATALYTIC SYSTEM BASED ON S-PHENYLALANINE DERIVATIVES". . p. 720 - 726. Retrieved 2007/10/02.