4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

Base Information

Chemical Name:4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside
CAS No.:1382059-97-3
Molecular Formula:C₁₉H₂₅NO₆
Molecular Weight:363.411
Hs Code.:

Synonyms:4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

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Chemical Property of 4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

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Technology Process of 4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

There total 3 articles about 4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside 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: 80.0%

: 1382059-96-2
4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-α-D-mannofuranoside

: 74-88-4
methyl iodide

: 1382059-97-3
4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/ol3013638

Reference yield:

: 201678-24-2
4-methoxybenzyl 5,6-anhydro-2,3-O-isopropylidene-α-D-mannofuranoside

: 1382059-97-3
4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

2: silver(l) oxide / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

With ammonium chloride; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1021/ol3013638

Reference yield:

: 164665-83-2
2,3-O-isopropylidene-1-O-p-methoxybenzyl-α-D-mannofuranoside

: 1382059-97-3
4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; diethylazodicarboxylate / toluene / 16 h / Inert atmosphere; Reflux

2: ammonium chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3: silver(l) oxide / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

With ammonium chloride; triphenylphosphine; silver(l) oxide; diethylazodicarboxylate; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol3013638