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

Base Information

Chemical Name:7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester
CAS No.:445490-79-9
Molecular Formula:C₂₂H₂₇N₃O₅
Molecular Weight:413.473
Hs Code.:

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

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

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

There total 13 articles about 7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester 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: 61.0%

: 2581-34-2,910311-23-8
3-methyl-4-nitrophenol

: 2446-83-5
diisopropyl (E)-azodicarboxylate

: 791-28-6
Triphenylphosphine oxide

: 445490-78-8
tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate

: 445490-79-9
7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; diethyl ether;

Reference yield:

: 2581-34-2,910311-23-8
3-methyl-4-nitrophenol

: 445490-78-8
tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate

: 445490-79-9
7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2005.01.028

Reference yield:

: 7521-41-7
2-Aminonicotinaldehyde

: 445490-79-9
7-[2-(3-methyl-4-nitro-phenoxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / L-proline

2: 74 percent / H₂ / Pd/C / ethanol

3: 50 percent / NaH / tetrahydrofuran

4: LDA / tetrahydrofuran / 0 °C

5: LiBH₄ / tetrahydrofuran / 3 h / -78 °C

6: PPh₃; DIAD / tetrahydrofuran

With lithium borohydride; di-isopropyl azodicarboxylate; hydrogen; sodium hydride; triphenylphosphine; L-proline; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; 6: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2005.01.028