6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

Base Information

Chemical Name:6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one
CAS No.:1291094-44-4
Molecular Formula:C₂₃H₂₆ClNO₇
Molecular Weight:463.915
Hs Code.:

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

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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]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

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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]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

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]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one 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:

: 1291094-43-3
[(2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-[4-chloro-3-[(2,2-dimethyl-3-oxo-2H-1,4-benzoxazin-6-yl)methyl]phenyl]tetrahydropyran-2-yl]methyl acetate

: 1291094-44-4
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

Guidance literature:: With methanol; sodium methylate; at 20 ℃; for 3h;

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

: 1291094-44-4
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

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: caesium carbonate / acetonitrile / 30 h / Inert atmosphere; Reflux

5: acetic acid; iron / 60 °C

6: sodium methylate; methanol / 3 h / 20 °C

With methanol; tetrabutylammomium bromide; water; nitric acid; sodium methylate; boron tribromide; iron; sodium hydrogencarbonate; caesium carbonate; acetic acid; In 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

: 1291094-44-4
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

Guidance literature:: Multi-step reaction with 4 steps

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

2: caesium carbonate / acetonitrile / 30 h / Inert atmosphere; Reflux

3: acetic acid; iron / 60 °C

4: sodium methylate; methanol / 3 h / 20 °C

With methanol; tetrabutylammomium bromide; nitric acid; sodium methylate; iron; caesium carbonate; acetic acid; In 1,1-dichloroethane; water; acetonitrile;