110658-37-2

Basic information

• Product Name: trans-5-(iodomethyl)-3-phenyldihydrofuran-2(3H)-one
• CAS NO: 110658-37-2
• Molecular Weight: 302.112
• Mol File: 110658-37-2.mol

Chemical Properties

• CAS DataBase Reference: trans-5-(iodomethyl)-3-phenyldihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-5-(iodomethyl)-3-phenyldihydrofuran-2(3H)-one(110658-37-2)
• EPA Substance Registry System: trans-5-(iodomethyl)-3-phenyldihydrofuran-2(3H)-one(110658-37-2)

Safety Data

• Hazardous Substances Data: 110658-37-2(Hazardous Substances Data)

Upstream product

• 1575-70-8 (R)-2-phenyl-4-pentenoic acid 
• 1575-70-8 2-phenyl-pent-4-enoic acid 
• 103-82-2 phenylacetic acid 
• 101-41-7 benzeneacetic acid methyl ester 
• 14815-73-7 methyl allylphenylacetate 

Relevant articles and documents

Enantioselective synthesis of levomilnacipran

A novel approach for the asymmetric synthesis of the active (1S,2R)-enantiomer of the antidepressant milnacipran is reported. The two stereogenic centers borne by the cyclopropane ring were sequentially installed starting from phenylacetic acid.

Acid-catalyzed cyclization of vinylsilanes bearing a hydroxy group: A new method for stereoselective synthesis of disubstituted tetrahydrofurans

In the presence of a catalytic amount of TsOH or TiCl4, (Z)-5-silyl-4-penten-1-ols ((Z)-1) are smoothly cyclized to 2-silylmethyl-substituted tetrahydrofurans. This cyclization is applicable to the construction of a tetrahydropyran ring. The silyl group and the geometry of the C-C double bond strongly influence the cychzation rate. TBDMS and benzyldimethylsilyl groups considerably accelerate the cyclization in comparison with a dimethylphenylsilyl group, and (E)-vinylsilanes show much lower reactivity than the corresponding (Z)-isomers. The cyclization proceeds by stereospecific syn addition of the hydroxy group. Vinylsilanes 17, 19, and 21, (Z)-5-silyl-4-penten-1-ols bearing a substituent on the methylene tether, smoothly undergo the acid-catalyzed cyclization to give trans-2,5-, cis-2,4-, and trans-2,3-disubstituted tetrahydrofurans, respectively, with moderate to high stereoselectivity. The silyl group of some cychzed products can be easily converted into a hydroxy group with stereochemical retention.

5-(Aminomethyl)-3-aryldihydrofuran-2(3H)-ones, a New Class of Monoamine Oxidase-B Inactivators

Both cis- and trans-5-(aminomethyl)-3-aryldihydrofuran-2(3H)-one hydrochloride salts (9 and 10) were synthesized efficiently in a 5-step sequence from arylacetic acids.Both compounds were found to be irreversible inactivators of monoamine oxidase B.These

AN EFFICIENT ROUTE TO 1,3-AMINO HYDROXYL SYSTEM VIA ELECTROPHILIC LACTONIZATION OF 2-AMINO-4-PENTENOIC ACID DERIVATIVES. STEREOSELECTIVE SYNTHESIS OF (-)-BULGECININE

Several γ-hydroxy-α-amino acid systems were prepared stereoselectively from 2-amino-4-pentenoic acid derivatives using electrophilic lactonization.This strategy was applied to the synthesis of a highly functionalized proline analogue, (-)-bulgecinine (4).