7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

Base Information

Chemical Name:7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid
CAS No.:444150-18-9
Molecular Formula:C₄₄H₄₈O₉
Molecular Weight:720.86
Hs Code.:

Synonyms:7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

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Chemical Property of 7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

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Technology Process of 7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

There total 6 articles about 7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid 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:

: 80300-30-7
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 444150-18-9
7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / BF₃*OEt₂ / acetonitrile / 24 h / 4 °C

2.1: ozone / CH₂Cl₂; methanol / -78 °C

2.2: PPh₃

3.1: 24.3 g / toluene / 2 h / Heating

4.1: 86 percent / DIBAL / toluene / -78 - 25 °C

5.1: MnO₂ / CH₂Cl₂ / 3 h / Heating

6.1: 14.7 g / CH₂Cl₂ / 3 h / Heating

With manganese(IV) oxide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; ozone; In methanol; dichloromethane; toluene; acetonitrile; 3.1: Wittig reaction / 6.1: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

: 87256-50-6
4-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-but-2-en-1-ol

: 444150-18-9
7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: MnO₂ / CH₂Cl₂ / 3 h / Heating

2: 14.7 g / CH₂Cl₂ / 3 h / Heating

With manganese(IV) oxide; In dichloromethane; 2: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

: 82659-52-7
1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene

: 444150-18-9
7-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-yl)-3-ethoxycarbonyl-hepta-3,5-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: ozone / CH₂Cl₂; methanol / -78 °C

1.2: PPh₃

2.1: 24.3 g / toluene / 2 h / Heating

3.1: 86 percent / DIBAL / toluene / -78 - 25 °C

4.1: MnO₂ / CH₂Cl₂ / 3 h / Heating

5.1: 14.7 g / CH₂Cl₂ / 3 h / Heating

With manganese(IV) oxide; diisobutylaluminium hydride; ozone; In methanol; dichloromethane; toluene; 2.1: Wittig reaction / 5.1: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A