(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
CAS No.:1373332-70-7
Molecular Formula:C₂₁H₂₁F₂NO₉
Molecular Weight:469.396
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

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Chemical Property of (2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

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Technology Process of (2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

There total 10 articles about (2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-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: 83.0%

: 1373332-71-8
(2S,3R,4S,5S,6S)-2-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1373332-70-7
(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 0 ℃;
DOI:10.1002/anie.201107787

Reference yield:

: 55805-21-5
4-(difluoromethyl)benzoic acid

: 1373332-70-7
(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2: sodium azide / water; acetone / 0 °C

3: toluene / 1.5 h / 110 °C

4: dichloromethane; toluene / 20 - 80 °C

5: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 0 °C

With sodium azide; oxalyl dichloride; lithium hydroxide monohydrate; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene;
DOI:10.1002/anie.201107787

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1373332-70-7
(2S,3S,4S,5R,6S)-6-(4-((4-(difluoromethyl)phenylcarbamoyloxy)methyl)phenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: silver(l) oxide / acetonitrile / 18 h / 23 °C / Darkness

2: sodium tetrahydroborate / methanol; dichloromethane / 0 °C

3: dichloromethane; toluene / 20 - 80 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 0 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/anie.201107787