(Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane
• CAS No.: 1352747-94-4
• Molecular Formula: C₁₁H₂₁BO₂
• Molecular Weight: 196.098
• Mol file: 1352747-94-4.mol

Synonyms:(Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane

Chemical Property of (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane

There total 5 articles about (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-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: 56.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 1-Pentyne (627-19-0) + benzo[1,3,2]dioxaborole (274-07-7) → (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane (1352747-94-4,161395-96-6)

Guidance literature:

1-Pentyne; benzo[1,3,2]dioxaborole; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triethylamine; tris(1-methylethyl)phosphine; In cyclohexane; at 20 ℃; for 2h; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; In cyclohexane; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0035-1561278

Reference yield: 50.0%

1-Pentyne (627-19-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane (1352747-94-4,161395-96-6)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triethylamine; tricyclohexylphosphine tetrafluoroborate; In cyclohexane; at 20 ℃; for 1h; Inert atmosphere;

1-Pentyne; In cyclohexane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201105148

Reference yield:

1,3-dioxoisoindolin-2-yl (E)-hex-2-enoate + bis(pinacol)diborane (73183-34-3) → (Z)-4,4,5,5-tetramethyl-2-(pent-1-enyl)-1,3,2-dioxaborolane (1352747-94-4,161395-96-6) + (E)-4,4,5,5-tetramethyl-2-(pent-1-en-1-yl)-1,3,2-dioxaborolane (161395-96-6)

Guidance literature:

With isonicotinate tert-butyl ester; at 110 ℃; for 15h; Overall yield = 53 %; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01950

upstream raw materials:

1-Pentyne

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

1-penten

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