2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

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Chemical Name:2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile
CAS No.:850222-31-0
Molecular Formula:C₁₉H₂₂N₂O₅S
Molecular Weight:390.46
Hs Code.:

Synonyms:2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

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Chemical Property of 2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

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Technology Process of 2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

There total 6 articles about 2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile 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: 48.0%

: 850222-25-2
2-amino-5-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

: 850222-31-0
2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

Guidance literature:: With acetic acid; In water; at 70 ℃; for 2h;
DOI:10.1016/j.carres.2005.01.003

Reference yield:

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

: 850222-31-0
2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

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

2: 85 percent / Et₃N; sulfur / dimethylformamide / 0.25 h / 22 °C

3: 48 percent / acetic acid / H₂O / 2 h / 70 °C

With aluminum oxide; sulfur; acetic acid; triethylamine; In water; N,N-dimethyl-formamide; toluene; 1: Knoevenagel reaction;
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

: 850222-31-0
2-amino-5-(methyl 2-O-benzyl-3-deoxy-α-D-altropyranosid-3-yl)thiophene-3-carbonitrile

Guidance literature:: Multi-step reaction with 4 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

3.1: 85 percent / Et₃N; sulfur / dimethylformamide / 0.25 h / 22 °C

4.1: 48 percent / acetic acid / H₂O / 2 h / 70 °C

With aluminum oxide; osmium(VIII) oxide; sulfur; acetic acid; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene; 2.1: Knoevenagel reaction;
DOI:10.1016/j.carres.2005.01.003