3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester

Base Information

• Chemical Name: 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester
• CAS No.: 1263187-14-9
• Molecular Formula: C11H19BO4
• Molecular Weight: 226.08
• Mol file: 1263187-14-9.mol

Synonyms:3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester

Chemical Property of 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester

Chemical Property:

• Boiling Point: 236.8±42.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 1.73710
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Ethoxy-3-oxo-1-propene-1-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester

There total 1 articles about 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl 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:

glyoxylic acid ethyl ester (924-44-7) + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester (1263187-14-9)

Guidance literature:

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;

glyoxylic acid ethyl ester; In tetrahydrofuran; hexane; at -80 - -60 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.202000078

Reference yield: 91.0%

3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester (1263187-14-9) + 6-iodo-8-methoxy-3-phenylimidazo[1,5-a]pyrazine (1430841-35-2) → C18H17N3O3

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate; In 1,4-dioxane; at 75 ℃; for 48h; Inert atmosphere;

Reference yield: 91.0%

3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester (1263187-14-9) + N-(3-bromobut-3-en-1-yl)-4-methyl-N-(oct-1-yn-1-yl)benzenesulfonamide (1361582-80-0) → ethyl 7-hexyl-1-tosylindoline-5-carboxylate (1364101-47-2)

Guidance literature:

3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-acrylic acid ethyl ester; N-(3-bromobut-3-en-1-yl)-4-methyl-N-(oct-1-yn-1-yl)benzenesulfonamide; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; for 16h; Reflux; Inert atmosphere;

With manganese(IV) oxide; In acetone; at 20 ℃; for 48h; Molecular sieve; Inert atmosphere;

DOI:10.1002/chem.201102880

upstream raw materials:

glyoxylic acid ethyl ester

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

Downstream raw materials:

ethyl 3-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-4-nitrobutanoate

diethyl 3-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-5-oxo-2,2-pyrrolidinedicarboxylate

ethyl 3-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-5-oxoprolinate

ethyl 3-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-1-methyl-5-oxoprolinate

Refernces