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

Base Information

Chemical Name:(2E)-2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotonamide
CAS No.:850222-23-0
Molecular Formula:C₂₆H₂₈N₂O₆
Molecular Weight:464.518
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about (2E)-2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotonamide 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: 75.0%

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

: 107-91-5
cyanoacetic acid amide

: 850222-23-0
(2E)-2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotonamide

Guidance literature:: With aluminum oxide; In toluene; for 24h; Heating;
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

: 850222-23-0
(2E)-2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotonamide

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: 75 percent / Al₂O₃ / toluene / 24 h / Heating

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

: 850222-23-0
(2E)-2-cyano-4-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)crotonamide

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: 75 percent / Al₂O₃ / toluene / 24 h / Heating

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