(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
CAS No.:1291094-28-4
Molecular Formula:C₂₆H₃₁ClO₆
Molecular Weight:474.982
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

There total 4 articles about (2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol 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:

: 1291094-26-2
6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-spirocyclopentyl-chroman-4-one

: 1291094-28-4
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

Guidance literature:: 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-2,2-spirocyclopentyl-chroman-4-one; With triethylsilane; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; acetonitrile; at 0 - 60 ℃; for 20h;

With water; sodium hydrogencarbonate; In 1,2-dichloro-ethane; acetonitrile;

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

: 1291094-28-4
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1: aluminum (III) chloride / 1,2-dichloro-ethane / 0 - 50 °C

2: pyrrolidine / 0.07 h / Irradiation with microwave

3: water; lithium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C

4: boron trifluoride diethyl etherate; triethylsilane / acetonitrile; 1,2-dichloro-ethane / 20 h / 0 - 60 °C

With pyrrolidine; triethylsilane; aluminum (III) chloride; boron trifluoride diethyl etherate; water; lithium hydroxide; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 1291094-21-7
acetic acid (2R,3R,4R,SS,6S)-3,4,5-triacetoxy-6-[3-(3-acetyl-4-hydroxybenzyl)-4-chloro-phenyl]-tetrahydro-pyran-2-ylmethyl ester

: 1291094-28-4
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(spiro[chromane-2,1'-cyclopentane]-6-ylmethyl)phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: pyrrolidine / 0.07 h / Irradiation with microwave

2: water; lithium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C

3: boron trifluoride diethyl etherate; triethylsilane / acetonitrile; 1,2-dichloro-ethane / 20 h / 0 - 60 °C

With pyrrolidine; triethylsilane; boron trifluoride diethyl etherate; water; lithium hydroxide; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; acetonitrile;