(S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid

Base Information

• Chemical Name: (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid
• CAS No.: 119062-06-5
• Molecular Formula: C₂₉H₂₈N₂O₈
• Molecular Weight: 532.55
• Mol file: 119062-06-5.mol

Synonyms:(S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid

Chemical Property of (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid

There total 6 articles about (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic 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: 96.0%

tert-butyl (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoate → (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid (119062-06-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ejoc.202000790

Reference yield: 57.0%

N-α-9-fluorenylmethoxycarbonyl-aspartic acid (136083-57-3,136083-73-3,119062-05-4) + L-tyrosine methyl ester HCl (3417-91-2) → (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid (119062-06-5)

Guidance literature:

With thermolysin; In water; for 24h; Ambient temperature; pH=6.0;

DOI:10.1248/cpb.36.3915

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → (S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acid (119062-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; O?(6?chlorobezotriazol?1?yl)?N,N,N,N?tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With O?(6?chlorobezotriazol?1?yl)?N,N,N,N?tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.202000790

upstream raw materials:

N-α-9-fluorenylmethoxycarbonyl-aspartic acid

L-tyrosine methyl ester HCl

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Fmoc-(tBu)Asp-OH

Downstream raw materials:

Fmoc-Asp-Tyr-OH