[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

Base Information

Chemical Name:[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde
CAS No.:683805-35-8
Molecular Formula:C₃₀H₃₀O₈
Molecular Weight:518.563
Hs Code.:

Synonyms:[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

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Chemical Property of [(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

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Technology Process of [(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

There total 3 articles about [(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde 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:

: 683805-30-3
(4aR,5R,6R,11bR)-5-(Methoxy-phenyl-methoxymethyl)-2-phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthrene

: 683805-35-8
[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 66 percent / acetic acid / H₂O; CH₂Cl₂ / 96 h / 20 °C

2.1: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

3.1: 92 percent / K₂CO₃; 18-crown-6 / tetrahydrofuran / 19 h / Heating

4.1: 9-BBN / tetrahydrofuran / 1.75 h / 20 °C

4.2: 80 percent / H₂O₂; phosphate buffer / tetrahydrofuran; H₂O; methanol / 3 h / 20 °C / pH 7.2

5.1: 65 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; potassium carbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; water; 2.1: Dess-Martin oxidation / 3.1: Wittig reaction / 5.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2004.01.017

Reference yield:

: 78339-51-2
podophyllol

: 683805-35-8
[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: 73 percent / p-toluenesulfonic aicd monohydrate / 0.67 h / 20 °C

2.1: 66 percent / acetic acid / H₂O; CH₂Cl₂ / 96 h / 20 °C

3.1: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

4.1: 92 percent / K₂CO₃; 18-crown-6 / tetrahydrofuran / 19 h / Heating

5.1: 9-BBN / tetrahydrofuran / 1.75 h / 20 °C

5.2: 80 percent / H₂O₂; phosphate buffer / tetrahydrofuran; H₂O; methanol / 3 h / 20 °C / pH 7.2

6.1: 65 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; water; 3.1: Dess-Martin oxidation / 4.1: Wittig reaction / 6.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2004.01.017

Reference yield:

: 518-28-5
podofilox

: 683805-35-8
[(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 60 percent / LAH / tetrahydrofuran / 2.5 h / 0 °C

2.1: 73 percent / p-toluenesulfonic aicd monohydrate / 0.67 h / 20 °C

3.1: 66 percent / acetic acid / H₂O; CH₂Cl₂ / 96 h / 20 °C

4.1: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

5.1: 92 percent / K₂CO₃; 18-crown-6 / tetrahydrofuran / 19 h / Heating

6.1: 9-BBN / tetrahydrofuran / 1.75 h / 20 °C

6.2: 80 percent / H₂O₂; phosphate buffer / tetrahydrofuran; H₂O; methanol / 3 h / 20 °C / pH 7.2

7.1: 65 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; water; 4.1: Dess-Martin oxidation / 5.1: Wittig reaction / 7.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2004.01.017