2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-,(2R)-(9CI)

Base Information

• Chemical Name: 2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-,(2R)-(9CI)
• CAS No.: 821783-01-1
• Molecular Formula: C₁₄H₂₄O
• Molecular Weight: 208.344
• Mol file: 821783-01-1.mol

Synonyms:2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-, (2R)- (9CI)

Chemical Property of 2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-,(2R)-(9CI)

Chemical Property:

• PSA: 9.23000
• LogP: 4.24820

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-,(2R)-(9CI)

There total 7 articles about 2H-Pyran,4-butyl-2-ethyl-3,6-dihydro-5-(2-propenyl)-,(2R)-(9CI) 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: 64.0%

allyl bromide (106-95-6) + (R)-5-(n-butyl)hepta-5,6-dien-3-ol (821783-00-0) → (R)-(-)-6-ethyl-3-allyl-4-(n-butyl)-5,6-dihydro-2H-pyran (821783-01-1)

Guidance literature:

With palladium dichloride; In N,N-dimethyl acetamide; at 25 ℃; for 7h;

DOI:10.1016/j.tet.2004.09.103

Reference yield:

hep-2-yn-1-ol (1002-36-4) → (R)-(-)-6-ethyl-3-allyl-4-(n-butyl)-5,6-dihydro-2H-pyran (821783-01-1)

Guidance literature:

Multi-step reaction with 6 steps

1: propionic acid / 5 h / 140 - 150 °C

2: 4.65 g / LiAlH₄ / tetrahydrofuran / 0 - 25 °C

3: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

4: 0.9 g / diethyl ether; tetrahydrofuran / 10 h / -78 °C

5: Novozym 435 / benzene / 96 h / 30 °C

6: 64 percent / PdCl₂ / N,N-dimethyl-acetamide / 7 h / 25 °C

With lithium aluminium tetrahydride; Novozym 435; Dess-Martin periodane; propionic acid; palladium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl acetamide; benzene;

DOI:10.1016/j.tet.2004.09.103

Reference yield:

3-(n-butyl)penta-3,4-dien-1-ol (55930-37-5) → (R)-(-)-6-ethyl-3-allyl-4-(n-butyl)-5,6-dihydro-2H-pyran (821783-01-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2: 0.9 g / diethyl ether; tetrahydrofuran / 10 h / -78 °C

3: Novozym 435 / benzene / 96 h / 30 °C

4: 64 percent / PdCl₂ / N,N-dimethyl-acetamide / 7 h / 25 °C

With Novozym 435; Dess-Martin periodane; palladium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl acetamide; benzene;

DOI:10.1016/j.tet.2004.09.103

upstream raw materials:

allyl bromide

(R)-5-(n-butyl)hepta-5,6-dien-3-ol

hep-2-yn-1-ol

3-(n-butyl)penta-3,4-dien-1-ol