1-tert-butyl-7-[(1R,4R)-2,5-diazabicyclo[2.2.1]hept-2-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Base Information

Chemical Name:1-tert-butyl-7-[(1R,4R)-2,5-diazabicyclo[2.2.1]hept-2-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
CAS No.:116143-32-9
Molecular Formula:C₁₈H₂₁FN₄O₃
Molecular Weight:360.388
Hs Code.:
Mol file:116143-32-9.mol

Synonyms:1,8-Naphthyridine-3-carboxylicacid,7-(2,5-diazabicyclo[2.2.1]hept-2-yl)-1-(1,1-dimethylethyl)-6-fluoro-1,4-dihydro-4-oxo-,(1R)-; 2,5-Diazabicyclo[2.2.1]heptane, 1,8-naphthyridine-3-carboxylic acidderiv.; BMY 40062

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Chemical Property of 1-tert-butyl-7-[(1R,4R)-2,5-diazabicyclo[2.2.1]hept-2-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Chemical Property:

Vapor Pressure:2.41E-14mmHg at 25°C
Boiling Point:581.1°Cat760mmHg
Flash Point:305.2°C
Density:1.396g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-tert-butyl-7-[(1R,4R)-2,5-diazabicyclo[2.2.1]hept-2-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

There total 9 articles about 1-tert-butyl-7-[(1R,4R)-2,5-diazabicyclo[2.2.1]hept-2-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic 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:

: 77449-99-1
(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride

: 116143-32-9
7-<(1R,4R)-2,5-diazabicyclo<2.2.1>heptan-2-yl>-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 74.2 percent / triethylamine, pyridine / 1 h / 0 °C

2: 74 percent / toluene / Heating

3: 91 percent / lithium borohydride / tetrahydrofuran / 0 - 25 °C

4: 86 percent / pyridine / 2 h / 10 °C

5: 90 percent / toluene / 9 h / Heating

6: 89 percent / HBr / acetic acid / 12 h / 70 °C

7: 91 percent / H₂ / 10percent Pd/C / 8 h / 40 °C

8: 92 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 2 h / 70 - 75 °C

9: 1 N aq. NaOH / 0.5 h / Heating

With pyridine; sodium hydroxide; lithium borohydride; hydrogen bromide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; acetic acid; toluene; acetonitrile;
DOI:10.1021/jm00167a010

Reference yield:

: 116143-06-7
4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester

: 116143-32-9
7-<(1R,4R)-2,5-diazabicyclo<2.2.1>heptan-2-yl>-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / lithium borohydride / tetrahydrofuran / 0 - 25 °C

2: 86 percent / pyridine / 2 h / 10 °C

3: 90 percent / toluene / 9 h / Heating

4: 89 percent / HBr / acetic acid / 12 h / 70 °C

5: 91 percent / H₂ / 10percent Pd/C / 8 h / 40 °C

6: 92 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 2 h / 70 - 75 °C

7: 1 N aq. NaOH / 0.5 h / Heating

With pyridine; sodium hydroxide; lithium borohydride; hydrogen bromide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; acetic acid; toluene; acetonitrile;
DOI:10.1021/jm00167a010

Reference yield:

: 116143-05-6
allo-1-(4-tolylsulfonyl)-4-<<(4-methylphenyl)sulfonyl>oxy>-D-proline ethyl ester

: 116143-32-9
7-<(1R,4R)-2,5-diazabicyclo<2.2.1>heptan-2-yl>-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / toluene / Heating

2: 91 percent / lithium borohydride / tetrahydrofuran / 0 - 25 °C

3: 86 percent / pyridine / 2 h / 10 °C

4: 90 percent / toluene / 9 h / Heating

5: 89 percent / HBr / acetic acid / 12 h / 70 °C

6: 91 percent / H₂ / 10percent Pd/C / 8 h / 40 °C

7: 92 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 2 h / 70 - 75 °C

8: 1 N aq. NaOH / 0.5 h / Heating

With pyridine; sodium hydroxide; lithium borohydride; hydrogen bromide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; acetic acid; toluene; acetonitrile;
DOI:10.1021/jm00167a010