(R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane
• CAS No.: 1202021-42-8
• Molecular Formula: C₁₅H₂₃BO₂
• Molecular Weight: 246.157
• Mol file: 1202021-42-8.mol

Synonyms:(R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane

Chemical Property of (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane

There total 5 articles about (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-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: 76.0%

1-Phenylprop-1-yne (673-32-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane (1202021-42-8)

Guidance literature:

With C₂₇H₃₀Br₂CoN₄; hydrogen; lithium tert-butoxide; In diethyl ether; at 20 ℃; for 10h; enantioselective reaction; Schlenk technique;

DOI:10.1021/jacs.7b09832

Reference yield: 75.0%

N,N-diisopropylcarbamic acid propyl ester (1201898-69-2) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane (1202021-42-8)

Guidance literature:

N,N-diisopropylcarbamic acid propyl ester; With sec.-butyllithium; (-)-sparteine; In diethyl ether; at -78 ℃; for 5h; Inert atmosphere;

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole; In diethyl ether; Inert atmosphere;

With magnesium bromide; In diethyl ether; at -78 ℃; enantioselective reaction; Reflux; Inert atmosphere;

DOI:10.1002/anie.200901900

Reference yield:

1-propenylbenzene (873-66-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (R)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane (1202021-42-8) + (S)-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane (1189120-03-3)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; copper(l) chloride; sodium t-butanolate; In toluene; for 0.166667h; Inert atmosphere;

1-propenylbenzene; In toluene; at 22 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.200902015

upstream raw materials:

N,N-diisopropylcarbamic acid propyl ester

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

1-propenylbenzene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

(2R)-2-phenyl-1-(4-(trifluoromethyl)phenyl)butan-1-ol

4-((2R)-1-hydroxy-2-phenylbutyl)benzonitrile

potassium trifluoro(1-phenylpropan-2-yl)borate

(R)-1-phenyl-1-propanol