{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester
CAS No.:1093219-17-0
Molecular Formula:C₂₄H₂₆N₆O₄
Molecular Weight:462.508
Hs Code.:

Synonyms:{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

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Chemical Property of {(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

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Technology Process of {(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

There total 6 articles about {(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl 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: 52.0%

: 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

: 1093219-17-0
{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine; In tetrahydrofuran; at -10 - 0 ℃;
DOI:10.1021/acs.jmedchem.6b01831

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

: 1093219-17-0
{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

4.1: trifluoroacetic acid / 0.5 h / 20 °C

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

6.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / -10 - 0 °C

6.2: 2 h

With pyridine; AD-mix-α; methanesulfonamide; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; triphenylphosphine; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; 6.1: Mitsunobu reaction;

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

: 1093219-17-0
{(3R,6S)-6-[(1S)-1-azido-2-(6-methoxy[1,5]naphthyridin-4-yl)-ethyl]-tetrahydropyran-3-yl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

3.1: trifluoroacetic acid / 0.5 h / 20 °C

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

5.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / -10 - 0 °C

5.2: 2 h

With pyridine; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; triphenylphosphine; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; 5.1: Mitsunobu reaction;