(R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate

Base Information

• Chemical Name: (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate
• CAS No.: 337971-07-0
• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.344
• Mol file: 337971-07-0.mol

Synonyms:(R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate

Chemical Property of (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate

There total 16 articles about (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl 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: 41.0%

(R)-(Z)-2-[6-(1-hydroxy-1-methylethyl)tetrahydropyran-3-ylidene]ethyl benzoate (337971-05-8) → (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate (337971-07-0)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)01129-7

Reference yield:

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol (209474-15-7) → (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate (337971-07-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / pyridine / 2 h / 20 °C

2: 91 percent / p-TsOH; H₂O / methanol / 44 h / 20 - 50 °C

3: 1.179 g / pyridine / 15 h / 20 °C

4: K₂CO₃ / methanol / 1.5 h / 20 °C

5: 0.432 g / aq. NaOH / methanol / 20 h / 20 °C

6: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

7: 41 percent / 4-dimethylaminopyridine; triethylamine; MsCl / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; sodium hydroxide; water; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(00)01129-7

Reference yield:

(R)-(Z)-2-[5-(2-hydroxyethylidene)tetrahydropyran-2-yl]propan-2-ol (209474-16-8) → (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate (337971-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 41 percent / 4-dimethylaminopyridine; triethylamine; MsCl / CH₂Cl₂ / 2 h / 20 °C

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(00)01129-7

upstream raw materials:

(R)-(Z)-2-[6-(1-hydroxy-1-methylethyl)tetrahydropyran-3-ylidene]ethyl benzoate

benzoyl chloride

(R)-(Z)-2-[5-(2-hydroxyethylidene)tetrahydropyran-2-yl]propan-2-ol

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol

Downstream raw materials:

Benzoic acid 2-[(R)-6-(2-methyl-oxiranyl)-dihydro-pyran-(3Z)-ylidene]-ethyl ester

(2R,2'RS)-(5Z)-5-[2''-(4'''-methoxybenzyloxy)ethylidene]-2-(2'-methyloxiranyl)tetrahydropyran

(R)-(5'Z)-2-{5'-[2''-(4'''-methoxybenzyloxy)ethylidene]tetrahydropyran-2'-yl}prop-2-en-1-ol

(R)-(5'Z)-triisopropyl{2-[5'-[2''-(4'''-methoxybenzyloxy)ethylidene]tetrahydropyran-2'-yl]allyloxy}silane