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

Base Information

Chemical Name:[(4aR,5S,6S,11bR)-6-(2-Chloro-3,4,5-trimethoxy-phenyl)-2-phenyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetic acid
CAS No.:683805-37-0
Molecular Formula:C₃₀H₂₉ClO₉
Molecular Weight:569.008
Hs Code.:

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

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

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

There total 6 articles about [(4aR,5S,6S,11bR)-6-(2-Chloro-3,4,5-trimethoxy-phenyl)-2-phenyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetic 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: 76.0%

: 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

: [(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]-acetic acid

: 683805-37-0
[(4aR,5S,6S,11bR)-6-(2-Chloro-3,4,5-trimethoxy-phenyl)-2-phenyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetic acid

Guidance literature:: With sodium chlorite; aminosulfonic acid; In water; tert-butyl alcohol; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2004.01.017

Reference yield:

: 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

: 683805-37-0
[(4aR,5S,6S,11bR)-6-(2-Chloro-3,4,5-trimethoxy-phenyl)-2-phenyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: 8 percent / sulfamic acid; sodium chlorite / 2-methyl-propan-2-ol; H₂O / 0.5 h / 20 °C

With sodium chlorite; aminosulfonic acid; Dess-Martin periodane; In dichloromethane; water; tert-butyl alcohol; 1: Dess-Martin oxidation;
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

: 683805-37-0
[(4aR,5S,6S,11bR)-6-(2-Chloro-3,4,5-trimethoxy-phenyl)-2-phenyl-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-cyclopenta[b]phenanthren-5-yl]-acetic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: 8 percent / sulfamic acid; sodium chlorite / 2-methyl-propan-2-ol; H₂O / 0.5 h / 20 °C

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