(S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one

Base Information

• Chemical Name: (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one
• CAS No.: 1144528-35-7
• Molecular Formula: C₁₆H₂₃BO₃
• Molecular Weight: 274.168
• Mol file: 1144528-35-7.mol

Synonyms:(S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one

Chemical Property of (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one

There total 5 articles about (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one 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:

1-Phenylbut-1-en-3-one (122-57-6) + bis(pinacol)diborane (73183-34-3) → (R)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1374753-13-5) + (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1144528-35-7)

Guidance literature:

bis(pinacol)diborane; With (S,S)-(-)-2,2'-bis[(R)-(N,Ndimethylamino)(phenyl)methyl]-1,1'-bis(diphenylphosphino)ferrocene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

1-Phenylbut-1-en-3-one; With methanol; In tetrahydrofuran; at 20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/chem.200802150

Reference yield:

(E)-benzalacetone (1896-62-4) + bis(pinacol)diborane (73183-34-3) → (R)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1374753-13-5) + (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1144528-35-7)

Guidance literature:

With methanol; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ethanol; copper(l) chloride; sodium t-butanolate; phenol; In tetrahydrofuran; at 50 ℃; for 14h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ja302929d

Reference yield:

benzylamine (100-46-9) + 1-Phenylbut-1-en-3-one (122-57-6) + bis(pinacol)diborane (73183-34-3) → (R)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1374753-13-5) + (S)-4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-butan-2-one (1144528-35-7) + 1-phenyl-N-(4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-ylidene)methanamine

Guidance literature:

bis(pinacol)diborane; With copper(I) oxide; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

benzylamine; 1-Phenylbut-1-en-3-one; In tetrahydrofuran; methanol; at 25 ℃; for 16h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/cctc.201300113

upstream raw materials:

1-Phenylbut-1-en-3-one

bis(pinacol)diborane

(E)-benzalacetone

benzylamine

Downstream raw materials:

(4S)-4-hydroxy-4-phenylbutan-2-one