3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

Base Information

Chemical Name:3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile
CAS No.:1231608-13-1
Molecular Formula:C₁₉H₁₉NO₆
Molecular Weight:357.363
Hs Code.:

Synonyms:3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

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Chemical Property of 3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

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Technology Process of 3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

There total 3 articles about 3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile 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: 88.0%

: 1231608-88-0
C₂₇H₂₇NO₁₀

: 1231608-13-1
3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

Guidance literature:: With methanol; sodium methylate; at 18 - 25 ℃;

Reference yield: 88.0%

: [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[4-(3-cyanophenyl)phenoxy]tetrahydropyran-2-yl]methyl acetate

: 1231608-13-1
3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

Guidance literature:: [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[4-(3-cyanophenyl)phenoxy]tetrahydropyran-2-yl]methyl acetate; With methanol; sodium methylate; at 20 ℃;

In methanol; at 20 ℃;
DOI:10.1021/jm100438s

Reference yield:

: 28619-28-5
4-bromophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 150255-96-2
(3‐cyanophenyl)boronic acid

: 1231608-13-1
3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxyphenyl]benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere

2: methanol / sodium methylate / 18 - 25 °C

With methanol; caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; In 1,4-dioxane; water; 1: Suzuki Coupling;