3-Furan-2-yl-3-hydroxy-propionic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:3-Furan-2-yl-3-hydroxy-propionic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:372947-65-4
Molecular Formula:C₃₀H₃₄O₄
Molecular Weight:458.598
Hs Code.:

Synonyms:3-Furan-2-yl-3-hydroxy-propionic 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 3-Furan-2-yl-3-hydroxy-propionic 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 3-Furan-2-yl-3-hydroxy-propionic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 6 articles about 3-Furan-2-yl-3-hydroxy-propionic 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: 98.0%

: 98-01-1
furfural

: 372947-58-5
Acetic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

: 372947-65-4
3-Furan-2-yl-3-hydroxy-propionic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃;
DOI:10.1021/ol016566p

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 372947-65-4
3-Furan-2-yl-3-hydroxy-propionic 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: 93 percent / n-BuLi / diethyl ether; hexane / -50 - 0 °C

2: TiCl₄ / CH₂Cl₂ / 1 h / -50 °C

3: 88 percent / LAH / tetrahydrofuran / 6 h / 20 °C

4: 90 percent / NaH / dioxane

5: 98 percent / LDA / tetrahydrofuran; hexane / -70 °C

With lithium aluminium tetrahydride; n-butyllithium; titanium tetrachloride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol016566p

Reference yield:

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

: 372947-65-4
3-Furan-2-yl-3-hydroxy-propionic 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 4 steps

1: TiCl₄ / CH₂Cl₂ / 1 h / -50 °C

2: 88 percent / LAH / tetrahydrofuran / 6 h / 20 °C

3: 90 percent / NaH / dioxane

4: 98 percent / LDA / tetrahydrofuran; hexane / -70 °C

With lithium aluminium tetrahydride; titanium tetrachloride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1021/ol016566p