(3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran

Base Information

• Chemical Name: (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran
• CAS No.: 357914-84-2
• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.403
• Mol file: 357914-84-2.mol

Synonyms:(3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran

Chemical Property of (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran

There total 2 articles about (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran 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:

(E)-(3-(prop-2-yn-1-yloxy)prop-1-en-1-yl)benzene (110966-13-7,109930-21-4) → (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran (357914-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 30 percent sodium triphenylphosphinosulfonate / 10 percent PdCl₂ / H₂O; dioxane / 3 h / 80 °C

2: 85 mg / DMAP; EDC / CH₂Cl₂ / 1 h / 0 °C

With dmap; sodium triphenylphosphinosulfonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium dichloride; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4020(01)00368-4

Reference yield:

(S)-2-methoxy-2-phenylacetic acid (26164-26-1) + 4-exomethylene-3-(hydroxy)(phenyl)methyltetrahydrofuran → (3S)-4-exomethylene-3-[(S)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran (357915-00-5) + (3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran (357914-84-2)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00368-4

Reference yield: 100.0%

(3R)-4-exomethylene-3-[(R)-[(S)-2-methoxy-2-phenylacetoxy](phenyl)methyl]tetrahydrofuran (357914-84-2) → (3R)-4-exomethylene-3-[(R)-(hydroxy)(phenyl)methyl]tetrahydrofuran (357915-02-7)

Guidance literature:

With potassium hydroxide; In methanol; at 25 ℃;

DOI:10.1016/S0040-4020(01)00368-4

upstream raw materials:

(S)-2-methoxy-2-phenylacetic acid

(E)-(3-(prop-2-yn-1-yloxy)prop-1-en-1-yl)benzene

Downstream raw materials:

(3R)-4-exomethylene-3-[(R)-(hydroxy)(phenyl)methyl]tetrahydrofuran