6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

Base Information

Chemical Name:6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile
CAS No.:1291094-55-7
Molecular Formula:C₂₂H₂₃ClN₂O₆
Molecular Weight:446.887
Hs Code.:

Synonyms:6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

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Chemical Property of 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

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Technology Process of 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

There total 6 articles about 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile 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:

: 1291094-54-6
acetic acid (2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-[4-chloro-3-(2-cyano-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethyl)-phenyl]-tetrahydro-pyran-2-ylmethyl ester

: 1291094-55-7
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

Reference yield:

: 461432-25-7
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1291094-55-7
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: boron tribromide / dichloromethane / 2.5 h / -78 - -30 °C

2: sodium hydrogencarbonate; water / dichloromethane / 2.5 h / -78 - -30 °C

3: nitric acid; tetrabutylammomium bromide / 1,1-dichloroethane; water / 4 h / 0 - 20 °C

4: acetic acid; iron / 0.25 h / 60 °C

5: potassium carbonate / acetonitrile / Reflux

6: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

With tetrabutylammomium bromide; water; nitric acid; boron tribromide; iron; sodium hydrogencarbonate; potassium carbonate; acetic acid; lithium hydroxide; In tetrahydrofuran; methanol; 1,1-dichloroethane; dichloromethane; water; acetonitrile;

Reference yield:

: 1079083-63-8
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-hydroxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1291094-55-7
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: nitric acid; tetrabutylammomium bromide / 1,1-dichloroethane; water / 4 h / 0 - 20 °C

2: acetic acid; iron / 0.25 h / 60 °C

3: potassium carbonate / acetonitrile / Reflux

4: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

With tetrabutylammomium bromide; water; nitric acid; iron; potassium carbonate; acetic acid; lithium hydroxide; In tetrahydrofuran; methanol; 1,1-dichloroethane; water; acetonitrile;