2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic acid
• CAS No.: 253677-29-1
• Molecular Formula: C₁₂H₁₄ClNO₄
• Molecular Weight: 271.7
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10363956
• Wikidata: Q72459538
• ChEMBL ID: CHEMBL4783340
• Mol file: 253677-29-1.mol

Synonyms:253677-29-1;2-tert-Butoxycarbonylamino-5-chloro-benzoic acid;2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic acid;N-Boc-5-chloroanthranilic acid;5-chloro-2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;Boc-2-amino-5-chlorobenzoic acid;5-CHLORO-2-((TERT-BUTOXYCARBONYL)AMINO)BENZOIC ACID;2-[(tert-butoxycarbonyl)amino]-5-chlorobenzoic acid;2-tert-Butoxycarbonylamino-5-chloro lbenzoic acid;CHEMBL4783340;DTXSID10363956;MFCD02682158;AKOS000199513;AB12206;DS-14240;FT-0644132;EN300-1228751;2-(tert-butoxycarbonylamino)-5-chlorobenzoic acid;2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoicacid;Q-103163;2-{[(tert-butoxy)carbonyl]amino}-5-chlorobenzoic acid;2-tert-Butoxycarbonylamino-5-chloro-benzoic acid, AldrichCPR

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic acid

Chemical Property:

• Vapor Pressure: 1.65E-05mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 350.4°Cat760mmHg
• PKA: 3.33±0.36(Predicted)
• Flash Point: 165.7°C
• PSA: 75.63000
• Density: 1.338g/cm³
• LogP: 3.45820
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.0611356
• Heavy Atom Count: 18
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

2-tert-Butoxycarbonylamino-5-chloro-benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=C(C=C1)Cl)C(=O)O

Technology Process of 2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic acid

There total 2 articles about 2-((tert-Butoxycarbonyl)amino)-5-chlorobenzoic 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: 45.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-chloroisatoic acid (1190222-54-8) → 2-(tert-butoxycarbonylamino)-5-chlorobenzoic acid (253677-29-1)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 40 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.ejmech.2020.112440

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 5-chloroanthranilic acid (635-21-2) → 2-(tert-butoxycarbonylamino)-5-chlorobenzoic acid (253677-29-1)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2009.09.024

Reference yield:

propylamine (107-10-8,42939-71-9) + glyoxylic acid ethyl ester (924-44-7) + 2,6-dimethylphenyl isonitrile (119072-54-7,2769-71-3) + 2-(tert-butoxycarbonylamino)-5-chlorobenzoic acid (253677-29-1) → 2-[(2-tert-butoxycarbonylamino-5-chloro-benzoyl)-propyl-amino]-N-(2,6-dimethyl-phenyl)-malonamic acid ethyl ester

Guidance literature:

In methanol; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00960-0

upstream raw materials:

di-tert-butyl dicarbonate

5-chloroanthranilic acid

5-chloroisatoic acid

Refernces

• 1、 Verma, Chhaya,Sharma, Somesh,Pathak, Arunendra. "A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, boc anhydride and 2-chloro-N-methyl pyridinium iodide". supporting information. p. 6897 - 6899. Retrieved 2019/04/10.