tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate
• CAS No.: 445490-78-8
• Molecular Formula: C₁₅H₂₂N₂O₃
• Molecular Weight: 278.351
• DSSTox Substance ID: DTXSID40728973
• Nikkaji Number: J2.635.028J
• Wikidata: Q82670826
• Mol file: 445490-78-8.mol

Synonyms:445490-78-8;tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate;1-BOC-7-(2-HYDROXYETHYL)-3,4-DIHYDRO-1,8-NAPHTHYRIDINE;tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-2H-1,8-naphthyridine-1-carboxylate;tert-Butyl7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate;SCHEMBL861986;DTXSID40728973;TQR1130;NKAJFZNFIIPKSQ-UHFFFAOYSA-N;VSA49078;MFCD19382454;AS-36109;CS-0171782;A905453;7-(2-hydroxy-ethyl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester;7-(2-Hydroxyethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine-1-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 278.16304257
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC2=C1N=C(C=C2)CCO

Technology Process of tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

There total 16 articles about tert-Butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate 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: 86.0%

tert-butyl 7-(2-methoxy-2-oxoethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate (925889-81-2) → tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate (445490-78-8)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 ℃;

Reference yield: 85.0%

7-ethoxycarbonylmethyl-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (243641-38-5) → 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol (243641-39-6) + tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate (445490-78-8)

Guidance literature:

7-ethoxycarbonylmethyl-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester; With lithium borohydride; In tetrahydrofuran; at 20 ℃;

With water; In tetrahydrofuran; at 20 ℃; for 0.166667h;

Reference yield: 75.0%

7-ethoxycarbonylmethyl-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (243641-38-5) → tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate (445490-78-8)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at -10 - 20 ℃;

DOI:10.1016/j.tetlet.2008.07.153

upstream raw materials:

7-ethoxycarbonylmethyl-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

2-aminopyridine

2-Aminonicotinaldehyde

di-tert-butyl dicarbonate

Downstream raw materials:

2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol

7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline

tert-butyl 7-[2-(4-{(2S)-2-[(2,6-dichlorobenzoyl)amino]-3-methoxy-3-oxopropyl}phenoxy)ethyl]-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate