4-({[(Benzyloxy)carbonyl]amino}methyl)benzoic acid

Base Information

• Chemical Name: 4-({[(Benzyloxy)carbonyl]amino}methyl)benzoic acid
• CAS No.: 58933-52-1
• Molecular Formula: C16H15NO4
• Molecular Weight: 285.299
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30363175
• Wikidata: Q82146767
• ChEMBL ID: CHEMBL1419321
• Mol file: 58933-52-1.mol

Synonyms:58933-52-1;4-({[(benzyloxy)carbonyl]amino}methyl)benzoic acid;4-(phenylmethoxycarbonylaminomethyl)benzoic Acid;4-((((Benzyloxy)carbonyl)amino)methyl)benzoic acid;4-(Benzyloxycarbonylamino-methyl)-benzoic acid;4-(([(BENZYLOXY)CARBONYL]AMINO)METHYL)BENZOIC ACID;4-(benzyloxycarbonylaminomethyl)benzoic acid;MLS000736027;4-({[(benzyloxy)carbonyl]amino}methyl)benzenecarboxylic acid;SMR000338577;4-{[(phenylmethoxy)carbonylamino]methyl}benzoic acid;Z-(4)Ambz-OH;SCHEMBL991841;CHEMBL1419321;BDBM63613;cid_1479997;DTXSID30363175;HMS2626E04;N-Cbz-4-(aminomethyl)benzoic acid;4-(N-Cbz aminomethyl)benzoic Acid;AB6272;MFCD02094410;STK665729;AKOS000163777;4-benzyloxycarbonylaminomethylbenzoic acid;10P-661S;CS-0201973;FT-0762357;EN300-66824;4-((((Benzyloxy)carbonyl)amino)methyl)benzoicacid;SR-01000307847;SR-01000307847-1;4-((BENZYLOXYCARBONYLAMINO)METHYL) BENZOIC ACID;4-[[[(Phenylmethoxy)carbonyl]amino]methyl]benzoic acid;Z192948682

Chemical Property of 4-({[(Benzyloxy)carbonyl]amino}methyl)benzoic acid

Chemical Property:

• Boiling Point: 517.0±50.0 °C(Predicted)
• PKA: 4.25±0.10(Predicted)
• PSA: 75.63000
• Density: 1.271±0.06 g/cm3(Predicted)
• LogP: 3.20210
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 344

Purity/Quality:

99% ^*data from raw suppliers

4-(([(Benzyloxy)carbonyl]amino)methyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC2=CC=C(C=C2)C(=O)O
• Uses: 4-(([(Benzyloxy)Carbonyl]Amino)Methyl)Benzoic Acid is an intermediate used in the preparation of paclitaxel-camptothecin conjugates with antitumor properties.

Technology Process of 4-({[(Benzyloxy)carbonyl]amino}methyl)benzoic acid

There total 3 articles about 4-({[(Benzyloxy)carbonyl]amino}methyl)benzoic 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: 97.0%

p-aminomethylbenzoic acid (56-91-7) + benzyl chloroformate (501-53-1,94274-21-2) → 4-((benzyloxycarbonylamino)methyl)benzoic acid (58933-52-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 16h;

DOI:10.1039/b700123a

Reference yield: 93.8%

→ 4-((benzyloxycarbonylamino)methyl)benzoic acid (58933-52-1)

Guidance literature:

Reference yield:

p-aminomethylbenzoic acid (56-91-7) + phenyl chloroformate (1885-14-9) → 4-((benzyloxycarbonylamino)methyl)benzoic acid (58933-52-1)

Guidance literature:

p-aminomethylbenzoic acid; phenyl chloroformate; With sodium hydroxide; In water; for 3h;

With hydrogenchloride; In water;

upstream raw materials:

p-aminomethylbenzoic acid

benzyl chloroformate

phenyl chloroformate

Downstream raw materials:

4-(Benzyloxycarbonylamino-methyl)-benzoic acid 6-carbamimidoyl-naphthalen-2-yl ester; compound with methanesulfonic acid

C₅₅H₅₈N₂O₁₅

4-[[(phenylmethoxycarbonyl)amino]-methyl]benzenemethanamide

benzyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate