2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1272031-57-8
• Molecular Formula: C₂₂H₂₉BO₃
• Molecular Weight: 352.281
• Mol file: 1272031-57-8.mol

Synonyms:2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 73.0%

C6H5CH2CH2CH(Sn(CH2CH2CH2CH3)3)OCON(CH(CH3)2)2 (246021-86-3,475301-87-2,871941-32-1) + 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (171364-79-7) → 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1272031-57-8)

Guidance literature:

C₆H₅CH₂CH₂CH(Sn(CH₂CH₂CH₂CH₃)3)OCON(CH(CH₃)2)2; With n-butyllithium; In hexanes; diethyl ether; at -75 ℃; for 1.08333h; Inert atmosphere;

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; at -75 - 20 ℃; for 1.16667h; Further stages; Inert atmosphere;

DOI:10.1002/anie.201006037

Reference yield: 52.0%

1-bromo-4-methoxy-benzene (104-92-7) + 4,4,5,5‐tetramethyl‐2‐[5‐phenyl‐1‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)propyl]‐1,3,2‐dioxaborolane (1379610-52-2) → 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1272031-57-8)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydroxide; silver(l) oxide; In 1,4-dioxane; water; at 25 ℃; for 21h; chemoselective reaction;

DOI:10.1246/cl.130643

Reference yield:

4-Methoxystyrene (637-69-4,24936-44-5) + benzyl chloride (100-44-7) + bis(pinacol)diborane (73183-34-3) → 2-[1-(4-methoxyphenyl)-3-phenylpropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1272031-57-8) + 2-(2-(4-methoxyphenyl)-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1628172-87-1)

Guidance literature:

With (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 1h; Overall yield = 47 %; Overall yield = 49.7 mg; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0033-1341267

upstream raw materials:

C₆H₅CH₂CH₂CH(Sn(CH₂CH₂CH₂CH₃)3)OCON(CH(CH₃)2)2

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-phenyl-propionaldehyde

3-phenylpropanal p-tosylhydrazone

Downstream raw materials:

N-benzyl-1-(4-methoxyphenyl)-3-phenylpropan-1-amine

(1-(4-methoxyphenyl)propane-1,3-diyl)dibenzene

1-methoxy-4-(3-phenyl-1-(p-tolyl)propyl)benzene

(S)-1-(4-methoxyphenyl)-3-phenylpropan-1-ol