4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Base Information

Chemical Name:4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile
CAS No.:168567-21-3
Molecular Formula:C₁₇H₂₂INO₇
Molecular Weight:479.269
Hs Code.:

Synonyms:4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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Chemical Property of 4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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Technology Process of 4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

There total 6 articles about 4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile 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: 94.0%

: 168567-32-6
4-<(2-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 168567-21-3
4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: With sodium methylate; In methanol; at -20 ℃; for 13h;
DOI:10.1021/ja00126a013

Reference yield:

: 4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 168567-21-3
4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Bu₄NF / tetrahydrofuran / 5 h / 0 °C

2: 94 percent / MeONa / methanol / 13 h / -20 °C

With tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1021/ja00126a013

Reference yield:

: 138785-31-6
Acetic acid (2S,3R,4S,5S,6S)-5-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-6-methyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester

: 168567-21-3
4-<(6-deoxy-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / BF₃*Et₂O / CH₂Cl₂

2: Bu₄NF / tetrahydrofuran

3: NaOMe / methanol

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(94)80006-5