(3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one

Base Information

• Chemical Name: (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one
• CAS No.: 1354004-75-3
• Molecular Formula: C₁₅H₁₁BrO₂
• Molecular Weight: 303.155
• Mol file: 1354004-75-3.mol

Synonyms:(3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one

Chemical Property of (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one

There total 4 articles about (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-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:

o-styrylbenzoic acid (60901-21-5,5079-90-3,66374-10-5) → (3R,4S)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one + (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one (1354004-75-3) + (R)-3-[(S)-bromo(phenyl)methyl]-1,3-dihydro-2-benzofuran-1-one

Guidance literature:

o-styrylbenzoic acid; With C₃₂H₃₀N₂OS; In dichloromethane; at 0 ℃; for 0.166667h;

With dibromoisocyanuric acid; In dichloromethane; methyl cyclohexane; at -95 ℃; for 48h; Reagent/catalyst; stereoselective reaction;

DOI:10.1055/s-0037-1610716

Reference yield:

(E)-2-styrylbenzoic acid (5079-90-3) → (3R,4S)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one + (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one (1354004-75-3) + (S)-3-[(R)-bromo(phenyl)methyl]-1,3-dihydro-2-benzofuran-1-one (1354005-01-8) + (R)-3-[(S)-bromo(phenyl)methyl]-1,3-dihydro-2-benzofuran-1-one

Guidance literature:

With N-Bromosuccinimide; C₂₉H₃₃N₃O₄S; In chloroform; at -60 ℃; for 120h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Darkness;

DOI:10.1021/jo202221c

Reference yield:

o-styrylbenzoic acid (60901-21-5,5079-90-3,66374-10-5) → (3R,4S)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one + (3S,4R)-4-bromo-3-phenyl-3,4-dihydro-1H-2-benzopyran-1-one (1354004-75-3)

Guidance literature:

o-styrylbenzoic acid; With C₃₂H₃₀N₂OS; In dichloromethane; methyl cyclohexane; at -95 ℃; for 0.166667h;

With N-Bromosuccinimide; In dichloromethane; methyl cyclohexane; at -95 ℃; for 48h; Solvent; Temperature; Reagent/catalyst; Overall yield = 94 %; stereoselective reaction;

DOI:10.1002/chem.201803703

upstream raw materials:

(E)-2-styrylbenzoic acid

o-styrylbenzoic acid

Downstream raw materials:

(3S,4S)-4-azido-3,4-dihydro-3-phenylisochromen-1-one

C₁₅H₁₄O₂

(3S,4S)-3,4-dihydro-1-oxo-3-phenyl-1H-isochromen-4-yl acetate