(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:190123-02-5
Molecular Formula:C₂₉H₃₃ClO₁₁
Molecular Weight:593.027
Hs Code.:

(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of (E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of (E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

There total 6 articles about (E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 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:

: 1135-24-6,537-98-4
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 190123-02-5
(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 75.3 percent / NaOH / methanol / 0.05 h

2: 93 percent / SOCl₂ / benzene / 0.83 h / Heating

3: 61.5 percent / CH₂Cl₂; pyridine / 20 h / 10 °C

With sodium hydroxide; thionyl chloride; In pyridine; methanol; dichloromethane; benzene;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

: 106-41-2
4-bromo-phenol

: 190123-02-5
(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88.8 percent / K₂CO₃ / acetone / 4 h / Heating

2: 1.) Mg / 1.) Et₂O, THF, 5 deg C, 2.) Et₂O, THF, rt, 2 h

3: Ag₂CO₃ / benzene; nitromethane / 10 h / Ambient temperature

4: 21.0 g / NaOMe / methanol / 1 h

5: 61.5 percent / CH₂Cl₂; pyridine / 20 h / 10 °C

With sodium methylate; potassium carbonate; magnesium; silver carbonate; In pyridine; methanol; nitromethane; dichloromethane; acetone; benzene;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

: 25244-30-8
4-(allyloxy)bromobenzene

: 190123-02-5
(E)-3-[4-(2-Chloro-acetoxy)-3-methoxy-phenyl]-acrylic acid (2R,3S,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Mg / 1.) Et₂O, THF, 5 deg C, 2.) Et₂O, THF, rt, 2 h

2: Ag₂CO₃ / benzene; nitromethane / 10 h / Ambient temperature

3: 21.0 g / NaOMe / methanol / 1 h

4: 61.5 percent / CH₂Cl₂; pyridine / 20 h / 10 °C

With sodium methylate; magnesium; silver carbonate; In pyridine; methanol; nitromethane; dichloromethane; benzene;
DOI:10.1016/S0008-6215(97)00032-3