3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER
• CAS No.: 153737-25-8
• Molecular Formula: C13H25 B O4
• Molecular Weight: 256.15
• Hs Code.: 29310099
• Mol file: 153737-25-8.mol

Synonyms:1,3,2-Dioxaborolane,2-(3,3-diethoxy-1-propenyl)-4,4,5,5-tetramethyl-, (E)-; 1,3,2-Dioxaborolane,2-[(1E)-3,3-diethoxy-1-propenyl]-4,4,5,5-tetramethyl- (9CI);2-((E)-3,3-Diethoxy-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.4405
• Boiling Point: 278.9°Cat760mmHg
• Flash Point: 122.5°C
• PSA: 36.92000
• Density: 0.96g/cm³
• LogP: 2.57310
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Not miscible or difficult to mix in water.

Purity/Quality:

97% ^*data from raw suppliers

3,3-Diethoxy-1-propenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,3-Diethoxy-trans-1-propenylboronic acid pinacol ester is used as a synthetic and pharmaceutical intermediate.

Technology Process of 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER

There total 2 articles about 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER 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: 90.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + diethyl-3,3-diethoxyprop-1-enylboronate (161091-03-8) → (E)-2-(3,3-diethoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153737-25-8)

Guidance literature:

In tetrahydrofuran; N2; pinacol added at room temp. to a soln. of B-compound, stirred for 3h; solvent evapd.; distilled; elem. anal.;

Reference yield: 61.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + Propiolaldehyde diethyl acetal (10160-87-9) → (E)-2-(3,3-diethoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153737-25-8)

Guidance literature:

Multistep reaction;

DOI:10.1002/anie.200351312

Reference yield: 96.0%

(tert-butoxycarbonyl)(3-(4-iodophenyl)-1,2,3-oxadiazol-3-ium-5-yl)amide + (E)-2-(3,3-diethoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153737-25-8) → (E)-(tert-butoxycarbonyl)(3-(4-(3-oxoprop-1-en-1-yl)phenyl)-1,2,3-oxadiazol-3-ium-5-yl)amide

Guidance literature:

(tert-butoxycarbonyl)(3-(4-iodophenyl)-1,2,3-oxadiazol-3-ium-5-yl)amide; With palladium diacetate; potassium carbonate; 1,2-bis-(diphenylphosphino)ethane; In water; acetonitrile; at 20 ℃; for 0.25h;

(E)-2-(3,3-diethoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In water; acetonitrile; at 60 ℃;

With hydrogenchloride; In water; acetonitrile; for 0.25h; pH=2;

DOI:10.1039/d0cc03067h

upstream raw materials:

2,3-dimethyl-2,3-butane diol

Propiolaldehyde diethyl acetal

diethyl-3,3-diethoxyprop-1-enylboronate

Downstream raw materials:

2-[(E)-3-ethoxy-1-phenylprop-2-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane