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

Base Information

Chemical Name:2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile
CAS No.:74590-43-5
Molecular Formula:C₁₃H₁₅NO₆
Molecular Weight:281.265
Hs Code.:

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

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

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

There total 4 articles about 2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile 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: 89.0%

: 74590-42-4
o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 74590-43-5
2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile

Guidance literature:: sodium methylate; In methanol; for 5h; Ambient temperature;
DOI:10.1016/S0008-6215(00)85657-8

Reference yield:

: 611-20-1
salicylonitrile

: 74590-43-5
2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 22 percent / zinc chloride / 1 h / 160 °C

2: 89 percent / sodium methoxide / methanol / 5 h / Ambient temperature

With zinc(II) chloride; sodium methylate; In methanol;
DOI:10.1016/S0008-6215(00)85657-8

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
β-D-mannopyranose pentaacetate

: 74590-43-5
2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 22 percent / zinc chloride / 1 h / 160 °C

2: 89 percent / sodium methoxide / methanol / 5 h / Ambient temperature

With zinc(II) chloride; sodium methylate; In methanol;
DOI:10.1016/S0008-6215(00)85657-8