N-Boc-2-naphthylamine

Base Information

• Chemical Name: N-Boc-2-naphthylamine
• CAS No.: 454713-45-2
• Molecular Formula: C15H17NO2
• Molecular Weight: 243.305
• DSSTox Substance ID: DTXSID10589432
• Nikkaji Number: J3.042.952D
• Wikidata: Q82482795
• Mol file: 454713-45-2.mol

Synonyms:N-Boc-2-naphthylamine;454713-45-2;tert-butyl naphthalen-2-ylcarbamate;tert-butyl N-naphthalen-2-ylcarbamate;TERT-BUTYL N-(NAPHTHALEN-2-YL)CARBAMATE;tert-butyl 2-naphthylcarbamate;SCHEMBL3403454;DTXSID10589432;AZFIXUGFEFRFQJ-UHFFFAOYSA-N;AC6169;MFCD09466203;AKOS003537228;SY224906;DB-087173

Chemical Property of N-Boc-2-naphthylamine

Chemical Property:

• Boiling Point: 335.5±11.0 °C(Predicted)
• PKA: 13.86±0.30(Predicted)
• PSA: 41.82000
• Density: 1.144±0.06 g/cm3(Predicted)
• LogP: 4.20040
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-2-naphthylamine ^*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=CC2=CC=CC=C2C=C1
• Uses: N-Boc-2-naphthylamine can be used for the synthesis of biphenyl-carbamate, the most active analog of Rhazinilam, an antitumor agent Used for the synthesis of biphenyl-carbamate, the most active analog of Rhazinilam, an antitumor agent.

Technology Process of N-Boc-2-naphthylamine

There total 6 articles about N-Boc-2-naphthylamine 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + naphthalen-2-ylamine (91-59-8) → naphthalen-2-yl-carbamic acid tert-butyl ester (454713-45-2)

Guidance literature:

In methanol; at 100 ℃; for 6h;

DOI:10.1021/jo502581p

Reference yield: 99.0%

tert-butyl alcohol (75-65-0) + naphthalene-2-carboxylate (93-09-4) → naphthalen-2-yl-carbamic acid tert-butyl ester (454713-45-2)

Guidance literature:

naphthalene-2-carboxylate; With triethylamine; at 20 ℃; for 0.5h;

tert-butyl alcohol; With diphenyl phosphoryl azide; at 20 - 87 ℃; for 3.33333h;

DOI:10.1016/j.tet.2019.04.027

Reference yield: 60.0%

tert-butyl (1-bromonaphthalen-2-yl)carbamate (454713-47-4) + N-Methoxy-N-methylacetamide (78191-00-1) → naphthalen-2-yl-carbamic acid tert-butyl ester (454713-45-2)

Guidance literature:

tert-butyl (1-bromonaphthalen-2-yl)carbamate; With n-butyllithium; In diethyl ether; at -20 ℃; for 2h; Schlenk technique; Inert atmosphere;

N-Methoxy-N-methylacetamide; In diethyl ether; at -78 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.24820/ark.5550190.p010.739

upstream raw materials:

di-tert-butyl dicarbonate

naphthalen-2-ylamine

tert-butyl alcohol

naphthalene-2-carboxylate

Downstream raw materials:

2-naphthylamine hydrochloride

1-(4-(methylsulfonyl)benzyl)-N-(naphthalen-2-yl)-1H-indazole-3-carboxamide

2-amino-3-iodonaphthalene

2-Amino-1-iodonaphthalene