benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

Base Information

Chemical Name:benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate
CAS No.:1292819-37-4
Molecular Formula:C₂₄H₂₄FN₃O₅
Molecular Weight:453.47
Hs Code.:

Synonyms:benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

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Chemical Property of benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

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Technology Process of benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

There total 8 articles about benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate 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: 95.0%

: C₂₄H₂₆FN₃O₅

: 1292819-37-4
benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 20 ℃;
DOI:10.1021/acs.jmedchem.6b01831

Reference yield: 29.0%

: 1415454-81-7
1-((2S,5R)-5-aminotetrahydro-2H-pyran-2-yl)-2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)ethanone

: 501-53-1,94274-21-2
benzyl chloroformate

: 1292819-37-4
benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water; acetone; at 4 - 20 ℃; for 1.5h;

Reference yield:

: 603130-12-7
1,5-anhydro-2-[(tert-butoxycarbonyl)amino]-2,3,4-trideoxy-D-erythro-hexitol

: 1292819-37-4
benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate; sodium hypochlorite; Aliquat 336; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / Isopropyl acetate / 1.5 h / 0 - 10 °C

1.2: 1.5 h / 5 - 10 °C

2.1: pivaloyl chloride; 4-methyl-morpholine / dichloromethane / 0.5 h / 20 °C / Cooling

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 3.5 h / -10 - 0 °C

4.1: hydrogenchloride / isopropyl alcohol / 3 h / 40 °C

5.1: sodium hydrogencarbonate / water; tetrahydrofuran; acetone / 1.5 h / 4 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; pivaloyl chloride; Aliquat 336; sodium hydrogencarbonate; potassium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; Isopropyl acetate; water; isopropyl alcohol; acetone;