2-(2'-N-Boc-hydrazino)benzoic acid

Base Information

• Chemical Name: 2-(2'-N-Boc-hydrazino)benzoic acid
• CAS No.: 155290-47-4
• Molecular Formula: C12H16 N2 O4
• Molecular Weight: 252.27
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID50441489
• Mol file: 155290-47-4.mol

Synonyms:155290-47-4;2-(2'-N-Boc-hydrazino)benzoic acid;2-(2-(tert-Butoxycarbonyl)hydrazinyl)benzoic acid;2-(N'-TERT-BUTOXYCARBONYL-HYDRAZINO)-BENZOIC ACID;2-[2-[(2-methylpropan-2-yl)oxycarbonyl]hydrazinyl]benzoic Acid;2-({[(tert-butoxy)carbonyl]amino}amino)benzoic acid;SCHEMBL1690938;DTXSID50441489;2-(2-N-Boc-hydrazino)benzoicacid;AB1210;MFCD06658359;AKOS015911175;2-(2/'-N-Boc-hydrazino)benzoic acid;SB33896;CS-0145216;FT-0747798;2-(2-(tert-Butoxycarbonyl)hydrazinyl)benzoicacid;2-(N'-tert-Butoxycarbonylhydrazino)-benzoic acid;A809628;2-[[(2-methylpropan-2-yl)oxy-oxomethyl]hydrazo]benzoic acid;Hydrazinecarboxylicacid,2-(2-carboxyphenyl)-,1-(1,1-dimethylethyl)ester;Hydrazinecarboxylic acid, 2-(2-carboxyphenyl)-, 1-(1,1-dimethylethyl) ester

Chemical Property of 2-(2'-N-Boc-hydrazino)benzoic acid

Chemical Property:

• PKA: 3.62±0.36(Predicted)
• PSA: 87.66000
• Density: 1.262±0.06 g/cm3(Predicted)
• LogP: 2.70030
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

98%Min ^*data from raw suppliers

2-(2''-N-Boc-hydrazino)benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NNC1=CC=CC=C1C(=O)O

Technology Process of 2-(2'-N-Boc-hydrazino)benzoic acid

There total 1 articles about 2-(2'-N-Boc-hydrazino)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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-hydrazinobenzoic acid hydrochloride (33906-30-8,52356-01-1) → 2-[2-(tert-butoxycarbonyl)hydrazinyl]benzoic acid (155290-47-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 24h; pH=8 - 9;

Reference yield: 96.0%

benzyl bromide (100-39-0) + 2-[2-(tert-butoxycarbonyl)hydrazinyl]benzoic acid (155290-47-4) → 2-[2-(tert-butoxycarbonyl)hydrazino]benzoic acid benzyl ester (1236324-27-8)

Guidance literature:

2-[2-(tert-butoxycarbonyl)hydrazinyl]benzoic acid; With caesium carbonate; In methanol; water; pH=7;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield:

methylamine (74-89-5) + trifluoroacetic acid (76-05-1) + 2-[2-(tert-butoxycarbonyl)hydrazinyl]benzoic acid (155290-47-4) → 2-hydrazinyl-N-methylbenzamide trifluoroacetate

Guidance literature:

2-[2-(tert-butoxycarbonyl)hydrazinyl]benzoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -30 ℃; for 0.0833333h;

methylamine; In tetrahydrofuran; at -30 - 20 ℃;

trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

upstream raw materials:

di-tert-butyl dicarbonate

2-hydrazinobenzoic acid hydrochloride

Downstream raw materials:

N-{4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl}-2-[2-(tert-butoxycarbonyl)hydrazino]benzamide

2-[2-(tert-butoxycarbonyl)hydrazino]benzoic acid benzyl ester

(2S)-6-(benzyloxycarbonylamino)-2-[1-(2'-(benzyloxycarbonyl)phenyl)-2-(tert-butoxycarbonyl)hydrazinocarbonylamino]hexanoic acid tert-butyl ester

Refernces

• 1、 -. "NOVEL AZAPEPTIDE OR AZAPEPTIDOMIMETIC COMPOUNDS INHIBITING BCRP AND/OR P-GP". Page/Page column 11. . Retrieved 2012/01/15.