(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Name:(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester
CAS No.:190123-33-2
Molecular Formula:C₃₆H₃₉Cl₃O₁₃
Molecular Weight:786.057
Hs Code.:

(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

Synonyms:(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of (E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

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Technology Process of (E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

There total 11 articles about (E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl 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: 75.5%

: 115375-24-1
(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid

: 190123-29-6
2-(4-allyloxyphenyl)ethyl 2,3,6-tri-O-chloroacetyl-β-D-glucopyranoside

: 190123-33-2
(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 2h; Heating;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

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

: 190123-33-2
(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / acetone / 6 h / Heating

2: 10.1 g / NaOH / methanol; H₂O / 0.5 h / Heating

3: 75.5 percent / DCC, DMAP / CH₂Cl₂ / 2 h / Heating

With dmap; sodium hydroxide; potassium carbonate; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(97)00032-3

Reference yield:

: 106-41-2
4-bromo-phenol

: 190123-33-2
(E)-3-(4-Allyloxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-6-[2-(4-allyloxy-phenyl)-ethoxy]-4,5-bis-(2-chloro-acetoxy)-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 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: 81.3 percent / HC(OEt)3, p-TsOH*H₂O / tetrahydrofuran / 5 h / Heating

6: 85.5 percent / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

7: 75.1 percent / aq. acetic acid / 2 h / 80 °C

8: 76 percent / CH₂Cl₂; pyridine / 4 h / -15 °C

9: 75.5 percent / DCC, DMAP / CH₂Cl₂ / 2 h / Heating

With dmap; sodium methylate; potassium carbonate; toluene-4-sulfonic acid; magnesium; orthoformic acid triethyl ester; dicyclohexyl-carbodiimide; silver carbonate; In tetrahydrofuran; pyridine; methanol; nitromethane; dichloromethane; acetic acid; acetone; benzene;
DOI:10.1016/S0008-6215(97)00032-3