2-[(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]-ethanol

Base Information

Chemical Name:2-[(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]-ethanol
CAS No.:683805-34-7
Molecular Formula:C₃₀H₃₂O₈
Molecular Weight:520.579
Hs Code.:

Synonyms:2-[(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]-ethanol

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Chemical Property of 2-[(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]-ethanol

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Technology Process of 2-[(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]-ethanol

There total 4 articles about 2-[(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]-ethanol 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: 80.0%

: 683805-33-6
(4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-5-vinyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthrene

: 683805-34-7
2-[(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]-ethanol

Guidance literature:: (4aR,5S,6R,11bR)-2-Phenyl-6-(3,4,5-trimethoxy-phenyl)-5-vinyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthrene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 1.75h;

With phosphate buffer; dihydrogen peroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 3h; pH=7.2; Further stages.;
DOI:10.1016/j.tet.2004.01.017

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

: 683805-34-7
2-[(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]-ethanol

Guidance literature:: Multi-step reaction with 4 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

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;
DOI:10.1016/j.tet.2004.01.017

Reference yield:

: 78339-51-2
podophyllol

: 683805-34-7
2-[(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]-ethanol

Guidance literature:: Multi-step reaction with 5 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

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;
DOI:10.1016/j.tet.2004.01.017