The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Studies on structurally simple α,β-butenolides. II. (-)-(S)-γ-Hydroxymethyl-α,β-butenolide and derivatives from D-ribonolactone. Efficient synthesis of (-)-ranunculin, the main research direction is ribonolactone ethoxymethylene elimination; ranunculin total synthesis; butenolide hydroxymethyl preparation functionalization; condensation hydroxymethylbutenolide glucopyranosyl bromide; elimination ethoxymethyleneribonolactone.Application In Synthesis of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.
Acid-catalyzed cyclocondensation reaction of D-ribonolactone with (EtO)3CH in refluxing THF for 12 h followed by pyrolysis at 220° and 40 Torr gave 68% of the title butenolide (I; R = H) (II). The preparation of chiral derivatives of II, e.g. I (R = Me, PhCH2, Bu, Ph3C, Ac), is described. Condensation reaction of II with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide in CHCl3 with stirring at room temp for 86 h gave 77% I (R = Q, R1 = Ac) which underwent deacetylation to give 85% (-)-ranunculin (I; R = Q, R1 = H).
After consulting a lot of data, we found that this compound(32780-06-6)Application In Synthesis of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI