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

Base Information

Chemical Name:benzyl ((3R,6S)-6-((1R)-1-hydroxy-2-(6-methoxy-1,5-naphthyridin-4-yl)ethyl)tetrahydro-2H-pyran-3-yl)carbamate
CAS No.:1093219-15-8
Molecular Formula:C₂₄H₂₇N₃O₅
Molecular Weight:437.495
Hs Code.:

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

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

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

There total 5 articles about benzyl ((3R,6S)-6-((1R)-1-hydroxy-2-(6-methoxy-1,5-naphthyridin-4-yl)ethyl)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: 85.0%

: 1093219-16-9
C₁₆H₂₁N₃O₃

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

: 1093219-15-8
benzyl ((3R,6S)-6-((1R)-1-hydroxy-2-(6-methoxy-1,5-naphthyridin-4-yl)ethyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 5h; Product distribution / selectivity;

Reference yield:

: 881657-63-2
tert-butyl ((3R,6S)-6-((E)-2-(6-methoxy-1,5-naphthyridin-4-yl)-vinyl)tetrahydro-2H-pyran-3-yl)carbamate

: 1093219-15-8
benzyl ((3R,6S)-6-((1R)-1-hydroxy-2-(6-methoxy-1,5-naphthyridin-4-yl)ethyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: AD-mix-α; methanesulfonamide / water; ethyl acetate; tert-butyl alcohol / 20 °C

2: pyridine / dichloromethane / 0.5 h / 0 °C

3: hydrogen / palladium 10% on activated carbon / ethyl acetate / 6 h

4: trifluoroacetic acid / 0.5 h / 20 °C

5: sodium hydrogencarbonate / water; acetone / 5 h / 20 °C

With pyridine; AD-mix-α; methanesulfonamide; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; palladium 10% on activated carbon; In dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol;

Reference yield:

: 881657-76-7
{(3R,6S)-6-[(1S,2S)-1,2-dihydroxy-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid tert-butyl ester

: 1093219-15-8
benzyl ((3R,6S)-6-((1R)-1-hydroxy-2-(6-methoxy-1,5-naphthyridin-4-yl)ethyl)tetrahydro-2H-pyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 0.5 h / 0 °C

2: hydrogen / palladium 10% on activated carbon / ethyl acetate / 6 h

3: trifluoroacetic acid / 0.5 h / 20 °C

4: sodium hydrogencarbonate / water; acetone / 5 h / 20 °C

With pyridine; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; palladium 10% on activated carbon; In dichloromethane; water; ethyl acetate; acetone;