3-(3,4-Dichloro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Base Information

• Chemical Name: 3-(3,4-Dichloro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid
• CAS No.: 376595-03-8
• Molecular Formula: C₂₄H₁₉Cl₂NO₄
• Molecular Weight: 456.325
• European Community (EC) Number: 810-601-7
• Mol file: 376595-03-8.mol

Synonyms:FMOC-3,4-DICHLORO-D-PHE-OH;3-(3,4-DICHLORO-PHENYL)-2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-PROPIONIC ACID;MFCD00273472;SCHEMBL3366913;17766-59-5;AKOS027383650;AB05856;AB05858;SY065292;FT-0643723;FT-0643724;EN300-650643;A812321;3-(3,4-dichloro-phenyl)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-propionicacid;3-(3,4-DICHLOROPHENYL)-2-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)PROPANOIC ACID

Chemical Property of 3-(3,4-Dichloro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Chemical Property:

• PSA: 75.63000
• LogP: 5.91870
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 455.0691135
• Heavy Atom Count: 31
• Complexity: 625

Purity/Quality:

99%min ^*data from raw suppliers

3-(3,4-DICHLORO-PHENYL)-2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-PROPIONIC ACID 95.00% ^*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)Cl)Cl)C(=O)O

Technology Process of 3-(3,4-Dichloro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

There total 1 articles about 3-(3,4-Dichloro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic 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:

2-amino-3-(3,4-dichlorophenyl)propionic acid (5472-67-3,52794-99-7) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-3,4-dichlorophenylalanine (376595-03-8)

Guidance literature:

With phosphate buffer; In N,N-dimethyl-formamide; at 0 ℃; for 24h; pH=9 - 10;

DOI:10.1021/ja0348391

Reference yield: 32.0%

Fmoc-Leu-OH (35661-60-0) + acetic anhydride (108-24-7) + (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (135673-97-1) + 1‐fluorenylmethoxycarbonyl-(2S,3aS,7aS)‐octahydroindole‐2‐carboxylic acid (130309-37-4,1217512-55-4,134526-62-8) + Fmoc-L-3,4-dichlorophenylalanine-OH (376595-03-8) → C44H63Cl2N7O11

Guidance literature:

Fmoc-L-3,4-dichlorophenylalanine-OH; With diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Wang resin Inert atmosphere;

With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Wang resin

Fmoc-Leu-OH; acetic anhydride; (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid; 1‐fluorenylmethoxycarbonyl-(2S,3aS,7aS)‐octahydroindole‐2‐carboxylic acid; Fmoc-Asp(Pg)-OH; Fmoc-Gln(Pg)-OH; Further stages;

DOI:10.1021/acs.jmedchem.1c00918

Reference yield: 5.0%

Fmoc-Leu-OH (35661-60-0) + acetic anhydride (108-24-7) + (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (135673-97-1) + Fmoc-L-3,4-dichlorophenylalanine-OH (376595-03-8) → C43H66Cl2N10O11

Guidance literature:

Fmoc-L-3,4-dichlorophenylalanine-OH; With dmap; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h; Wang resin Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide; at 75 ℃; for 0.0833333h; Wang resin Microwave irradiation;

Fmoc-Leu-OH; acetic anhydride; (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid; Fmoc-Asp(Pg)-OH; Fmoc-Gln(Pg)-OH; N-methylation agent (dimethyl sulfate or methanol); Fmoc-Arg(Pg)-OH; Further stages;

DOI:10.1021/acs.jmedchem.1c00918

upstream raw materials:

2-amino-3-(3,4-dichlorophenyl)propionic acid

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

Refernces