(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

Base Information

Chemical Name:(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde
CAS No.:444926-62-9
Molecular Formula:C₂₃H₃₀O₅
Molecular Weight:386.488
Hs Code.:

Synonyms:(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

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Chemical Property of (3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

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Technology Process of (3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

There total 12 articles about (3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde 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:

: 444926-60-7
(3'aS,4'S,5'S,7'aS)-1'-Hydroxymethyl-4'-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-inden]-5'-ol

: 444926-62-9
(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/jo020103v

Reference yield:

: 276244-50-9
C₂₁H₃₄O₃

: 444926-62-9
(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 14 percent Turnov_. / tetrahydrofuran / -78 - 20 °C

2.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

2.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

3.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

4.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

7.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

8.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; n-butyllithium; ethanol; sodium; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 8.1: Dess-Martin reaction;
DOI:10.1021/jo020103v

Reference yield:

: 444926-42-5
C₂₄H₃₈O₅

: 444926-62-9
(3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

1.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

2.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

3.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

6.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

7.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; n-butyllithium; ethanol; sodium; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; hexane; dichloromethane; 7.1: Dess-Martin reaction;
DOI:10.1021/jo020103v