Fmoc-2-Abz-OH

Base Information

• Chemical Name: Fmoc-2-Abz-OH
• CAS No.: 150256-42-1
• Molecular Formula: C22H17 N O4
• Molecular Weight: 359.381
• Hs Code.: 2924299090
• European Community (EC) Number: 871-158-3
• ChEMBL ID: CHEMBL524172
• Mol file: 150256-42-1.mol

Synonyms:Fmoc-2-Abz-OH;150256-42-1;2-(Fmoc-amino)benzoic acid;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)benzoic acid;FMOC-ABZ-OH;N-Fmoc-anthranilic acid;2-(9H-fluoren-9-ylmethoxycarbonylamino)benzoic acid;FMOC-ANTHRANILIC ACID;BENZOIC ACID, 2-[[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO]-;Maybridge4_001966;2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)benzoic acid;Bio4A5;Fmoc-(2)Abz-OH;Oprea1_661448;Fmoc-2-Abz-OH, 97%;SCHEMBL119223;CHEMBL524172;CHEBI:183678;BDBM196155;HMS1526J08;2-N-FMOC-AMINOBENZOIC ACID;MFCD00235883;AKOS009156751;US9211296, Table 6, 9;AB05317;CCG-254198;CS-W009398;AS-10270;F0923;FT-0679799;I10504;M06085;EN300-1718679;A884184;2-(9H-luoren-9-ylmethoxycarbonylamino)benzoic acid;BRD-K68581587-001-01-2;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]anthranilic Acid;2-(((9H-fluoren-9-yl)methoxy)carbonylamino)benzoic acid;2-{[(9H-9-fluorenylmethoxy)carbonyl]amino}benzoic acid;Z1136511498;2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]benzoic Acid;N-2-(9-FLUORENYLMETHYLOXYCARBONYL)AMINO-BENZOIC ACID

Chemical Property of Fmoc-2-Abz-OH

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 2.17E-12mmHg at 25°C
• Melting Point: 216-218 °C(lit.)
• Boiling Point: 537.6 °C at 760 mmHg
• PKA: 3.60±0.36(Predicted)
• Flash Point: 278.9 °C
• PSA: 75.63000
• Density: g/cm³
• LogP: 4.81880
• Storage Temp.: 2-8°C
• Solubility.: soluble in Dimethylformamide
• Water Solubility.: Soluble in water or 1% acetic acid.
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 359.11575802
• Heavy Atom Count: 27
• Complexity: 528

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-p-amino-benzoic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC4=CC=CC=C4C(=O)O
• Uses: It is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field

Technology Process of Fmoc-2-Abz-OH

There total 2 articles about Fmoc-2-Abz-OH 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%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)benzoic acid (150256-42-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1021/acsmedchemlett.0c00154

Reference yield: 79.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)benzoic acid (150256-42-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 18h;

DOI:10.1021/acs.orglett.1c00717

Reference yield: 29.0%

3-phenyl-propionaldehyde (104-53-0) + N-[2-(aminoethyl)]imidazole (5739-10-6) + 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)benzoic acid (150256-42-1) → 4-(2-imidazol-1-yl-ethyl)-3-phenethyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Guidance literature:

3-phenyl-propionaldehyde; N-[2-(aminoethyl)]imidazole; 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)benzoic acid; Rink-isonitrile resin; In tetrahydrofuran; methanol; for 16h;

With piperidine; In N,N-dimethyl-formamide; for 0.5h;

With acetic acid; In 1,2-dichloro-ethane; at 60 ℃; for 16h;

DOI:10.1016/S0040-4039(02)00700-1

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

anthranilic acid

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

Refernces

• 1、 Diamandas, Matthew,Moreira, Ryan,Taylor, Scott D.. "Solid-Phase Total Synthesis of Dehydrotryptophan-Bearing Cyclic Peptides Tunicyclin B, Sclerotide A, CDA3a, and CDA4a using a Protected β-Hydroxytryptophan Building Block". supporting information. p. 3048 - 3052. Retrieved 2021/05/05.
• 2、 Severino, Beatrice,Fiorino, Ferdinando,Corvino, Angela,Caliendo, Giuseppe,Santagada, Vincenzo,Assis, Diego Magno,Oliveira, Juliana R.,Juliano, Luiz,Manganelli, Serena,Benfenati, Emilio,Frecentese, Francesco,Perissutti, Elisa,Juliano, Maria Aparecida. "Synthesis, biological evaluation, and docking studies of PAR2-AP-derived pseudopeptides as inhibitors of kallikrein 5 and 6". . p. 45 - 52. Retrieved 2015/02/19.