(S)-5-Hydroxymethyldihydrofuran-2-one
Synonym(s):(S)-γ-Hydroxymethyl-γ-butyrolactone;(S)-4,5-Dihydro-5-hydroxymethyl-2(3H)-furanone;(S)-5-Hydroxymethyl-2-oxotetrahydrofuran
- CAS NO.：32780-06-6
- Empirical Formula: C5H8O3
- Molecular Weight: 116.12
- MDL number: MFCD00066224
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-10-27 18:05:32
What is (S)-5-Hydroxymethyldihydrofuran-2-one?
Chemical properties
Colorless to light yellow liqui
The Uses of (S)-5-Hydroxymethyldihydrofuran-2-one
(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone can be used as a chiral synthon to synthesize:
- Potent nucleoside, acetylcholine, and (+)-muricatacin analogs.
- Mevinic acids, which are LDL cholesterol-lowering agents.
- Adenine based anti-HIV agent named β-F-ddA.
What are the applications of Application
(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone is a versatile chiral synthon employed in the synthesis of natural and unnatural products
General Description
Dihydro-5-(hydroxymethyl)-2(3H)-furanone is a chiral building block widely used in the synthesis of many natural products and few biologically significant compounds like anti-HIV dideoxynucleosides. It is also used in the synthesis of optically active ligands.
Properties of (S)-5-Hydroxymethyldihydrofuran-2-one
| Melting point: | 72-74 °C |
| Boiling point: | 110-115 °C/0.2 mmHg (lit.) |
| alpha | 56 º (c=3 in chloroform) |
| Density | 1.237 g/mL at 25 °C (lit.) |
| refractive index | n |
| Flash point: | >230 °F |
| storage temp. | 2-8°C |
| form | clear liquid |
| pka | 14.12±0.10(Predicted) |
| color | Colorless to Almost colorless |
| optical activity | [α]20/D +56°, c = 3 in chloroform |
| BRN | 1680284 |
| CAS DataBase Reference | 32780-06-6(CAS DataBase Reference) |
| NIST Chemistry Reference | (S)-(+)-2',3'-dideoxyribonolactone(32780-06-6) |
Safety information for (S)-5-Hydroxymethyldihydrofuran-2-one
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for (S)-5-Hydroxymethyldihydrofuran-2-one
New Products
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