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

Base Information

Chemical Name:4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-β-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile
CAS No.:161394-73-6
Molecular Formula:C₂₅H₃₈INO₈Si
Molecular Weight:635.569
Hs Code.:

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

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

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

There total 15 articles about 4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-β-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: 95.0%

: 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

: 161394-72-5
4-hydroxy-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 161394-73-6
4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-β-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/0040-4039(94)80006-5

Reference yield:

: 161394-71-4
4-hydroxy-2,3-dimethoxy-6-methylbenzonitrile

: 161394-73-6
4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-β-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / ICl / acetonitrile

2: 95 percent / BF₃*OEt₂ / CH₂Cl₂

With boron trifluoride diethyl etherate; Iodine monochloride; In dichloromethane; acetonitrile;
DOI:10.1021/jo951560x

Reference yield:

: 161394-72-5
4-hydroxy-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-L-mannopyranosyl trichloracetimidate

: 161394-73-6
4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-β-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -48 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00126a013