4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

Base Information

Chemical Name:4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine
CAS No.:1313482-14-2
Molecular Formula:C₃₄H₃₃ClN₂O₁₀
Molecular Weight:665.096
Hs Code.:

Synonyms:4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

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Chemical Property of 4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

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Technology Process of 4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

There total 2 articles about 4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine 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: 77.0%

: 1313481-92-3
4-(4'-benzyloxyphenyl)-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridone

: 1313482-14-2
4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

Guidance literature:: 4-(4'-benzyloxyphenyl)-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridone; With trichlorophosphate; In toluene; at 90 - 100 ℃; for 3h;

With ammonia; In water; toluene; pH=7; Cooling with ice containing K₂CO₃;
DOI:10.1016/j.carres.2011.03.006

Reference yield:

: 1266084-98-3
C₂₃H₂₆O₇

: 1313482-14-2
4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere

1.3: 0 °C

2.1: trichlorophosphate / toluene / 3 h / 90 - 100 °C

2.2: pH 7 / Cooling with ice containing K₂CO₃

With potassium tert-butylate; trichlorophosphate; In dimethyl sulfoxide; toluene; 1.1: Michael addition / 1.2: oxidative aromatization;
DOI:10.1016/j.carres.2011.03.006

Reference yield: 84.0%

: 1313482-14-2
4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

: 1313482-19-7
4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(β-D-glucopyranosyl)methyl]pyridine

Guidance literature:: 4-(4'-benzyloxyphenyl)-2-chloro-3-cyano-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine; With sodium methylate; In methanol; at 25 ℃;

With hydrogenchloride; In methanol; water; at 0 ℃;
DOI:10.1016/j.carres.2011.03.006