tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate

Base Information

• Chemical Name: tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate
• CAS No.: 1446821-27-7
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• Mol file: 1446821-27-7.mol

Synonyms:tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate

Chemical Property of tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate

There total 4 articles about tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate 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%

tert-Butyl acrylate (1663-39-4,25232-27-3) + (2R)-pent-4-en-2-yl 2-(3,5-dimethoxyphenyl)acetate (1446821-25-5) → tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate (1446821-27-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 24h;

DOI:10.1016/j.tetlet.2013.05.068

Reference yield: 78.0%

tert-butyl (2E,5R)-5-(2-bromoacetoxy)hex-2-enoate (1446821-34-6) + 3,5-dimethoxyphenylboronic acid (192182-54-0) → tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate (1446821-27-7)

Guidance literature:

With potassium phosphate; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2013.05.068

Reference yield:

(R)-pent-4-en-2-ol (64584-92-5) → tert-butyl (5R,2E)-5-[2-(3,5-dimethyloxyphenyl)acetoxy]hex-2-enoate (1446821-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 6 h / 20 °C

2: palladium diacetate; potassium phosphate; tris-(o-tolyl)phosphine / tetrahydrofuran; water / 24 h / 20 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium phosphate; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2013.05.068

upstream raw materials:

tert-Butyl acrylate

(2R)-pent-4-en-2-yl 2-(3,5-dimethoxyphenyl)acetate

tert-butyl (2E,5R)-5-(2-bromoacetoxy)hex-2-enoate

3,5-dimethoxyphenylboronic acid

Downstream raw materials:

C₁₆H₂₀O₆

C₁₆H₂₂O₆