2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

Base Information

Chemical Name:2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile
CAS No.:850222-22-9
Molecular Formula:C₂₆H₂₆N₂O₅
Molecular Weight:446.503
Hs Code.:

Synonyms:2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

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Chemical Property of 2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

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Technology Process of 2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

There total 4 articles about 2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile 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: 90.0%

: 850222-21-8
2-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)ethanal

: 109-77-3
malononitrile

: 850222-22-9
2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

Guidance literature:: With aluminum oxide; In toluene; at 22 ℃; for 1h;
DOI:10.1016/j.carres.2005.01.003

Reference yield:

: 850222-20-7
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

: 850222-22-9
2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: OsO₄ / dioxane; H₂O / 1 h / 22 °C

1.2: 75 percent / NaIO₄ / dioxane; H₂O / 12 h / 22 °C

2.1: 90 percent / Al₂O₃ / toluene / 1 h / 22 °C

With aluminum oxide; osmium(VIII) oxide; In 1,4-dioxane; water; toluene; 2.1: Knoevenagel reaction;
DOI:10.1016/j.carres.2005.01.003

Reference yield:

: 100-39-0
benzyl bromide

: 850222-22-9
2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotononitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 22 °C

1.2: 95 percent / tetrabutylammonium iodide / tetrahydrofuran / 3 h / 22 °C

2.1: OsO₄ / dioxane; H₂O / 1 h / 22 °C

2.2: 75 percent / NaIO₄ / dioxane; H₂O / 12 h / 22 °C

3.1: 90 percent / Al₂O₃ / toluene / 1 h / 22 °C

With aluminum oxide; osmium(VIII) oxide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; water; toluene; 3.1: Knoevenagel reaction;
DOI:10.1016/j.carres.2005.01.003