(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

Base Information

Chemical Name:(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide
CAS No.:714217-40-0
Molecular Formula:C₄₀H₅₆O₆
Molecular Weight:632.881
Hs Code.:

Synonyms:(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

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Chemical Property of (9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

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Technology Process of (9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

There total 7 articles about (9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide 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: 86.0%

: 64761-29-1
mesitaldehyde dimethylacetal

: 714217-39-7
(9R)-3,5-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

: 714217-40-0
(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

Guidance literature:: With camphor-10-sulfonic acid; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2004.03.061

Reference yield:

: C₄₇H₅₉Cl₃O₈

: 714217-40-0
(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

Guidance literature:: With dmap; In tetrahydrofuran; toluene; at 130 ℃; for 43h;
DOI:10.1016/j.tet.2004.03.061

Reference yield:

: 64761-29-1
mesitaldehyde dimethylacetal

: 714217-40-0
(9R)-3,5:9,11-bis-O-(2,4,6-trimethylbenzylidene)-8,8a-deoxa-9-dihydro-oleandonolide

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / camphorsulfonic acid / CH₂Cl₂ / 6 h / 20 °C

2: 118 mg / aq. NaHCO₃ / tetrahydrofuran / 0.33 h / 0 °C

3: 64 percent / CrCl₂ / acetone; H₂O / 3 h / 0 °C

4: 91 percent / CeCl₃*H₂O; NaBH₄ / tetrahydrofuran / 4.5 h / -25 °C

5: 86 percent / camphorsulfonic acid / 24 h / 20 °C

With chromium dichloride; sodium tetrahydroborate; cerium(III) chloride; camphor-10-sulfonic acid; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2004.03.061