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-carboxylic acid

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-carboxylic acid
CAS No.:1291094-57-9
Molecular Formula:C₂₂H₂₄ClNO₈
Molecular Weight:465.887
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-carboxylic acid

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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-carboxylic acid

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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-carboxylic acid

There total 8 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-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:

: 1291094-56-8
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-carboxylic acid methyl ester

: 1291094-57-9
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-carboxylic acid

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

: 1291094-57-9
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-carboxylic acid

Guidance literature:: Multi-step reaction with 8 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

7: sodium methylate; methanol / 20 °C

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

With methanol; tetrabutylammomium bromide; water; nitric acid; sodium methylate; 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

: 1291094-57-9
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-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

5: sodium methylate; methanol / 20 °C

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

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