2-Benzyl-3-methoxy-3-oxopropylboronic acid Pinacol Ester

Base Information

• Chemical Name: 2-Benzyl-3-methoxy-3-oxopropylboronic acid Pinacol Ester
• CAS No.: 1243540-13-7
• Molecular Formula: C₁₇H₂₅BO₄
• Molecular Weight: 304.194
• Mol file: 1243540-13-7.mol

Synonyms:methyl 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical Property of 2-Benzyl-3-methoxy-3-oxopropylboronic acid Pinacol Ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

2-Benzyl-3-methoxy-3-oxopropylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Benzyl-3-methoxy-3-oxopropylboronic Acid Pinacol Ester is used as a reactant in the synthesis of N-terminal peptidic boronic acids as inhibitors of human ATP-dependent proteinase ClpXP.

Technology Process of 2-Benzyl-3-methoxy-3-oxopropylboronic acid Pinacol Ester

There total 1 articles about 2-Benzyl-3-methoxy-3-oxopropylboronic 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: 44.0%

methyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1150561-77-5) + benzyl bromide (100-39-0) → methyl 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1243540-13-7)

Guidance literature:

With C₄H₉Li; HN(CH(CH₃)2)2; In tetrahydrofuran; addn. of BuLi to amine deriv. in THF at -78°C for 45 min, warmingto 0°C for 10 min, addn. to boron compd. in THF at -78°C, stirring for 30 min, addn. of bromide deriv., keeping at -78°C f or 15 min, warming to 0°C; addn. of satd. aq. NH4Cl, extn. (ethyl acetate), washing with brine, drying over Na2SO4, chromy. (silica gel, 0-20% ethyl acetate in hexanes), NMR and MS;

DOI:10.1039/c004247a

Reference yield: 92.0%

methyl 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1243540-13-7) → 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoic acid (1243540-17-1)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/c004247a

Reference yield: 92.0%

methyl 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1243540-13-7) + water (7732-18-5) → 2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoic acid (1243540-17-1)

Guidance literature:

With LiOH; In tetrahydrofuran; H₂O; treatment of THF soln. of boron compd. with aq. soln. of LiOH at room temp. for 1 h; NMR and MS;

DOI:10.1039/c004247a

upstream raw materials:

methyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

benzyl bromide

Downstream raw materials:

2-benzyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoic acid

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