FMOC-(S)-3-AMINO-4-(4-BROMO-PHENYL)-BUTYRIC ACID

Base Information

• Chemical Name: FMOC-(S)-3-AMINO-4-(4-BROMO-PHENYL)-BUTYRIC ACID
• CAS No.: 270062-86-7
• Molecular Formula: C₂₅H₂₂BrNO₄
• Molecular Weight: 480.358
• DSSTox Substance ID: DTXSID401142215
• Nikkaji Number: J2.362.897J
• Mol file: 270062-86-7.mol

Synonyms:(S)-N-(9-Fluorenylmethyloxycarbonyl)-3-amino-4-(4-bromophenyl)butyric acid;

Chemical Property of FMOC-(S)-3-AMINO-4-(4-BROMO-PHENYL)-BUTYRIC ACID

Chemical Property:

• Vapor Pressure: 4.96E-19mmHg at 25°C
• Melting Point: 177-178 °C
• Refractive Index: 1.637
• Boiling Point: 673.002 °C at 760 mmHg
• PKA: 4.36±0.10(Predicted)
• Flash Point: 360.819 °C
• PSA: 75.63000
• Density: 1.429 g/cm³
• LogP: 5.76450
• Storage Temp.: 2-8°C
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 479.07322
• Heavy Atom Count: 31
• Complexity: 599

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-4-bromo-L-beta-homophenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=C(C=C4)Br)CC(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)Br)CC(=O)O

Technology Process of FMOC-(S)-3-AMINO-4-(4-BROMO-PHENYL)-BUTYRIC ACID

There total 6 articles about FMOC-(S)-3-AMINO-4-(4-BROMO-PHENYL)-BUTYRIC 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:

(S)-3-Amino-4-(4-bromo-phenyl)-butyric acid (270062-84-5,773045-17-3) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-4-(4-bromophenyl)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid (331763-76-9,270062-86-7)

Guidance literature:

With sodium carbonate; In water; acetone; at 20 ℃; for 10h;

DOI:10.1002/hlca.200690143

Reference yield:

(S)-methyl 4-(4-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}butanoate (911852-64-7) → (S)-4-(4-bromophenyl)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid (331763-76-9,270062-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaOH / methanol; H₂O / 14 h / 20 °C

2: CF₃COOH / CH₂Cl₂ / 5 h / 20 °C

3: 990 mg / Na₂CO₃ / acetone; H₂O / 10 h / 20 °C

With sodium hydroxide; sodium carbonate; trifluoroacetic acid; In methanol; dichloromethane; water; acetone;

DOI:10.1002/hlca.200690143

Reference yield:

(S)-3-{[(tert-butoxy)carbonyl]amino}-4-(4-bromophenyl)-1-diazobutan-2-one (622865-15-0) → (S)-4-(4-bromophenyl)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid (331763-76-9,270062-86-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / AgCO₂CF₃ / H₂O; triethylamine / 18 h / 0 - 20 °C

2: 93 percent / NaOH / methanol; H₂O / 14 h / 20 °C

3: CF₃COOH / CH₂Cl₂ / 5 h / 20 °C

4: 990 mg / Na₂CO₃ / acetone; H₂O / 10 h / 20 °C

With sodium hydroxide; silver trifluoroacetate; sodium carbonate; trifluoroacetic acid; In methanol; dichloromethane; water; triethylamine; acetone; 1: Wolff rearrangement;

DOI:10.1002/hlca.200690143

upstream raw materials:

(S)-3-Amino-4-(4-bromo-phenyl)-butyric acid

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

(S)-methyl 4-(4-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}butanoate

(S)-3-{[(tert-butoxy)carbonyl]amino}-4-(4-bromophenyl)-1-diazobutan-2-one

Refernces