(S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Base Information

• Chemical Name: (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
• CAS No.: 1252813-48-1
• Molecular Formula: C₁₇H₃₁BO₄
• Molecular Weight: 310.242
• Mol file: 1252813-48-1.mol

Synonyms:(S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical Property of (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

There total 5 articles about (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-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: 95.0%

3-cyclohexylacrylic acid ethyl ester (6048-09-5) + bis(pinacol)diborane (73183-34-3) → (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1252813-48-1)

Guidance literature:

With sodium t-butanolate; ((2S,3S)-6-mesityl-2,3-diphenyl-2,3,5,6-tetrahydroimidazo[1,2-c]quinazolin-5-yl)copper(I)chloride; In methanol; diethyl ether; at -55 ℃; for 6h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 95.0%

(E)-3-cyclohexyl-acrylic acid ethyl ester (17343-88-3) + bis(pinacol)diborane (73183-34-3) → (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1252813-48-1)

Guidance literature:

With methanol; ((2S,3S)-6-mesityl-2,3-diphenyl-2,3,5,6-tetrahydroimidazo[1,2-c]quinazolin-5-yl)copper(I) chloride; sodium t-butanolate; In diethyl ether; at -55 ℃; for 6h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol1021756

Reference yield:

(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate (1009307-09-8) → (S)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1252813-48-1) + (R)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Guidance literature:

With (R)-tol-BINAP; copper(l) chloride; sodium t-butanolate; In toluene; at 20 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.07.088

upstream raw materials:

(E)-3-cyclohexyl-acrylic acid ethyl ester

bis(pinacol)diborane

3-cyclohexylacrylic acid ethyl ester

(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate