Fmoc-N-methylaminobenzoic acid

Base Information

• Chemical Name: Fmoc-N-methylaminobenzoic acid
• CAS No.: 120467-46-1
• Molecular Formula: C₂₃H₁₉NO₄
• Molecular Weight: 373.408
• Hs Code.: 2922509090
• European Community (EC) Number: 874-049-9
• Mol file: 120467-46-1.mol

Synonyms:Fmoc-N-methylaminobenzoic acid;Fmoc-N-methyl-2-aminobenzoic acid;Fmoc-N-methyl-anthranilic acid;Benzoic acid,2-[[(9H-fluoren-9-ylmethoxy)carbonyl]methylamino]-;2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]benzoic acid;2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)benzoic acid;2-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}(METHYL)AMINO)BENZOIC ACID;Fmoc-N-Me-2-Abz-OH;Fmoc-N-Methyl-2-Abz-OH;MFCD04972602;AKOS012614259;Fmoc-2-methylaminobenzoic acid, AldrichCPR;CS-0439178;EN300-1556711

Chemical Property of Fmoc-N-methylaminobenzoic acid

Chemical Property:

• Boiling Point: 568.7±33.0 °C(Predicted)
• PKA: 3.61±0.36(Predicted)
• PSA: 66.84000
• Density: 1.313±0.06 g/cm3(Predicted)
• LogP: 4.77010
• Storage Temp.: Store at?0-5°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 373.13140809
• Heavy Atom Count: 28
• Complexity: 557

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-N-methyl-2-aminobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-2-methylaminobenzoic Acid is a reagent in the synthesis of fluorescent phorbol ester probe, Sapintoxin D.

Technology Process of Fmoc-N-methylaminobenzoic acid

There total 1 articles about Fmoc-N-methylaminobenzoic 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-Methylanthranilic acid (119-68-6) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 2-(9-fluorenylmethoxycarbonylamino)benzoic acid (120467-46-1)

Guidance literature:

DOI:10.1016/0031-9422(88)80229-2

Reference yield:

2-(9-fluorenylmethoxycarbonylamino)benzoic acid (120467-46-1) → 12-O-(N-methylanthranilate) phorbol 13-acetate (80998-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / DMAP / dimethylformamide

2: 1.) 1percent HClO₄, 2.) piperidine / 1.) MeOH, 24 h, 2.) CH₂Cl₂

With piperidine; perchloric acid; dicyclohexyl-carbodiimide; dmap; In N,N-dimethyl-formamide;

DOI:10.1016/0031-9422(88)80229-2

Reference yield:

C22H25NO3 + N-Fmoc L-Phe (35661-40-6) + N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine (118904-37-3,251316-98-0) + N-(9-fluorenylmethoxycarbonyl)-D-alanine (35661-38-2,35661-39-3,79990-15-1,136132-75-7) + (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (101555-63-9,105751-19-7,86069-86-5) + 2-(9-fluorenylmethoxycarbonylamino)benzoic acid (120467-46-1) → C39H56N6O7

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-D-alanine; With trityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

C₂₂H₂₅NO₃; N-Fmoc L-Phe; N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid; 2-(9-fluorenylmethoxycarbonylamino)benzoic acid; Further stages;

DOI:10.1021/acs.joc.7b01975

upstream raw materials:

N-Methylanthranilic acid

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

12-O-(N-methylanthranilate) phorbol 13-acetate

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