Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Base Information

• Chemical Name: Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
• CAS No.: 1175712-34-1
• Molecular Formula: C16H23BO4
• Molecular Weight: 290.167
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80693151
• Nikkaji Number: J2.757.068B
• Wikidata: Q82622170
• Mol file: 1175712-34-1.mol

Synonyms:Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate;1175712-34-1;benzyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate;DTXSID80693151;AKOS025293545;BS-25443;CS-0177778;Benzyl3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)propanoic acid benzyl ester

Chemical Property of Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical Property:

• PSA: 44.76000
• LogP: 3.21210
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 290.1689394
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

98+% ^*data from raw suppliers

Benzyl3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)CCC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

There total 6 articles about Benzyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate 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: 98.0%

bis(pinacolato)diborane + benzylacrylate (2495-35-4,25036-21-9) → benzyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1175712-34-1)

Guidance literature:

With picoline; copper(ll) sulfate pentahydrate; In water; at 20 ℃;

DOI:10.1021/ol300575d

Reference yield: 98.0%

ethanol (64-17-5) + benzylacrylate (2495-35-4,25036-21-9) + bis(pinacol)diborane (73183-34-3) → benzyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1175712-34-1)

Guidance literature:

In water; at 70 ℃; for 12h; chemoselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c7gc02863f

Reference yield: 95.0%

4,8-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,6,2-dioxazaborocane + benzylacrylate (2495-35-4,25036-21-9) → benzyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1175712-34-1)

Guidance literature:

4,8-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,6,2-dioxazaborocane; With copper(l) chloride; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

benzylacrylate; In methanol; dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol901359n

upstream raw materials:

benzylacrylate

methanol

bis(pinacol)diborane

ethanol

Downstream raw materials:

1-benzyl 4-tert-butyl 2-((4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)succinate

(3-(benzyloxy)-3-oxopropyl)boronic acid

8-(3-(benzyloxy)-3-oxopropyl)hexahydro-1,3,2-oxazaborolo[2,3-b]-1,3,2-oxazaborol-4-ium-8-uide