(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid
• CAS No.: 122520-45-0
• Molecular Formula: C₂HF₃O₂*C₂₄H₂₉N₃O₃
• Molecular Weight: 521.537
• Mol file: 122520-45-0.mol

Synonyms:

Chemical Property of (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid

There total 4 articles about (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid 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:

N-tert-butoxycarbonyl-L-tryptophan-L-leucine benzylester (72755-34-1) + trifluoroacetic acid (76-05-1) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid (122520-45-0)

Guidance literature:

With indole; In dichloromethane; at 4 ℃; for 1h;

DOI:10.1021/jo00285a020

Reference yield:

L-leucine benzyl ester hydrochloride (2462-35-3) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid (122520-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran / 2 h / -20 °C

2: indole / CH₂Cl₂ / 1 h / 4 °C

With 4-methyl-morpholine; indole; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00285a020

Reference yield:

Boc-Trp-OH (13139-14-5) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid (122520-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran / -30 °C

2: N-methylmorpholine / tetrahydrofuran / 2 h / -20 °C

3: indole / CH₂Cl₂ / 1 h / 4 °C

With 4-methyl-morpholine; indole; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00285a020

upstream raw materials:

N-tert-butoxycarbonyl-L-tryptophan-L-leucine benzylester

trifluoroacetic acid

L-leucine benzyl ester hydrochloride

Boc-Trp-OH

Downstream raw materials:

Z-Glu(OBzl)-Trp-Leu-OBzl