((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

Base Information

Chemical Name:((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate
CAS No.:941694-70-8
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

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Chemical Property of ((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

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Technology Process of ((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

There total 2 articles about ((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate 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:

: 941694-71-9
(3aR,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,2-d]1,3-dioxalan-4-one

: 941694-70-8
((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 92 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.5 h / 0 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane;
DOI:10.1021/ja0688732

Reference yield:

: 115509-13-2
(3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one

: 941694-70-8
((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / imidazole / tetrahydrofuran; H₂O / 4 h / 0 °C

2: 86 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 92 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; methanol; dichloromethane; water; 1: Baylis-Hillman reaction;
DOI:10.1021/ja0688732

Reference yield: 92.0%

: 75-15-0,12122-00-8
carbon disulfide

: 941694-70-8
((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

: 74-88-4
methyl iodide

: 941694-73-1
((3aR,6aR)-2,2-dimethyl-4-(methylthiothioxomethyloxy)-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate

Guidance literature:: carbon disulfide; ((3aR,6aR)-4-hydroxy-2,2-dimethyl-4,3a,6a-trihydrocyclopenta[1,2-d]1,3-dioxalan-5-yl)methyl benzoate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; for 0.5h; Further stages.;
DOI:10.1021/ja0688732