Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate
• CAS No.: 57113-90-3
• Molecular Formula: C13H16N2O6
• Molecular Weight: 296.28
• Hs Code.: 2924299090
• European Community (EC) Number: 611-470-7
• DSSTox Substance ID: DTXSID60433451
• Nikkaji Number: J1.637.644B
• Wikidata: Q72490919
• Mol file: 57113-90-3.mol

Synonyms:57113-90-3;Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate;Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate;methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-nitrobenzoate;Methyl 2-[(tert-butoxycarbonyl)amino]-3-nitrobenzoate;BENZOIC ACID, 2-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-3-NITRO-METHYL ESTER;Methyl 2-(Boc-amino)-3-nitrobenzoate;methyl 2-t-butoxycarbonylamino-3-nitrobenzoate;Methyl 2-((tert-butoxycarbonyl)-amino)-3-nitrobenzoate;2-(tert-Butoxycarbonylamino)-3-nitrobenzoic acid methyl ester;methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate;SCHEMBL1421011;DTXSID60433451;VEDIIGMQOAWKGH-UHFFFAOYSA-N;BCP12902;MFCD06797690;AKOS015960476;Benzoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-nitro-methyl ester;CS-T-35140;DS-4302;AC-11269;CS-0188371;FT-0672211;M2797;2-(Boc-amino)-3-nitrobenzoic Acid Methyl Ester;Methyl 2-tert-butoxycarbonylamino-3-nitrobenzoate;Methyl 2-((t-butoxycarbonyl)amino)-3-nitrobenzoate;Methyl2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate;Methyl-2-[Tert-butoxycarbonyl amino-3-nitrobenzoate]- (CAN2);Benzoic acid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-nitro-methyl ester

Chemical Property of Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104.0 to 108.0 °C
• Refractive Index: 1.566
• Boiling Point: 376.924 °C at 760 mmHg
• PKA: 11.96±0.70(Predicted)
• Flash Point: 181.758 °C
• PSA: 110.45000
• Density: 1.298 g/cm³
• LogP: 3.32460
• Solubility.: Dichloromethane
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 296.10083623
• Heavy Atom Count: 21
• Complexity: 412

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=CC=C1[N+](=O)[O-])C(=O)OC

Technology Process of Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

There total 8 articles about Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate 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: 86.7%

methyl 2-carboxy-3-nitrobenzoate (21606-04-2) + triethylamine (121-44-8) + tert-butyl alcohol (75-65-0) → methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate (57113-90-3)

Guidance literature:

methyl 2-carboxy-3-nitrobenzoate; triethylamine; With diphenyl phosphoryl azide; In DMF (N,N-dimethyl-formamide); at 20 - 35 ℃; for 3h; Industry scale;

tert-butyl alcohol; In DMF (N,N-dimethyl-formamide); at 85 - 90 ℃; for 4 - 7h; Heating / reflux;

Reference yield: 86.7%

→ methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate (57113-90-3)

Guidance literature:

Reference yield: 72.5%

methyl 2-carboxy-3-nitrobenzoate (21606-04-2) + tert-butyl alcohol (75-65-0) → methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate (57113-90-3)

Guidance literature:

methyl 2-carboxy-3-nitrobenzoate; With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 20 - 31 ℃; Inert atmosphere;

tert-butyl alcohol; In N,N-dimethyl-formamide; at 85 - 87 ℃; for 9h;

With methanol; at 50 - 55 ℃; for 3h;

upstream raw materials:

2-Azidocarbonyl-3-nitro-benzoic acid methyl ester

tert-butyl alcohol

methyl 2-carboxy-3-nitrobenzoate

acid chloride of 1-methylhydrogen-3-nitrophthalate

Downstream raw materials:

candesartan cilexetil

2-Ethoxy-1-[[2'-(N-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid

methyl 2-<<2'-cyanobiphenyl-4-yl)methyl>amino>-3-nitrobenzoate

methyl 2-ethoxy-1-({2′-[1-(phenylmethyl)-1H-tetrazol-5-yl][1,1′-biphenyl]-4-yl}methyl)-1H-benzimidazole-7-carboxylate

Refernces

• 1、 -. "PROCESS FOR PREPARATION OF CANDESART AN CILEXETIL SUBSTANTIALLY FREE OF DES-CANDESARTAN CILEXETIL IMPURITY". . . Retrieved 2011/12/04.
• 2、 -. "CRYSTAL AND PROCESS FOR PRODUCING THE SAME". Page 31-32. . Retrieved 2010/02/06.