(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:372947-74-5
Molecular Formula:C₃₃H₃₄O₄
Molecular Weight:494.631
Hs Code.:

Synonyms:(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

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Chemical Property of (E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

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Technology Process of (E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 8 articles about (E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 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: 85.0%

: 372947-66-5
3-Benzo[1,3]dioxol-5-yl-3-hydroxy-propionic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

: 372947-74-5
(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: With potassium hydrogensulfate; In xylene; for 1.5h; Heating;
DOI:10.1021/ol016566p DOI:10.1021/jo026183k

Reference yield:

: 87420-27-7
[(1R)-exo]-3-exo-(diphenylmethyl)borneol

: 372947-74-5
(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaH / dioxane

2: 87 percent / LDA / tetrahydrofuran; hexane / 1 h / -70 °C

3: 85 percent / KHSO₄ / xylene / 1.5 h / Heating

With potassium hydrogensulfate; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; xylene;
DOI:10.1021/jo026183k

Reference yield:

: 70982-26-2
(1R,4S)-1,7,7-trimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]hept-2-en

: 372947-74-5
(E)-3-Benzo[1,3]dioxol-5-yl-acrylic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: TiCl₄ / CH₂Cl₂ / 1 h / -50 °C

2: 5.6 g / LAH / tetrahydrofuran / 6 h / 20 °C

3: 90 percent / NaH / dioxane

4: 87 percent / LDA / tetrahydrofuran; hexane / 1 h / -70 °C

5: 85 percent / KHSO₄ / xylene / 1.5 h / Heating

With potassium hydrogensulfate; lithium aluminium tetrahydride; titanium tetrachloride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; xylene;
DOI:10.1021/jo026183k