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| | (S)-5-Hydroxymethyldihydrofuran-2-one Basic information |
| Product Name: | (S)-5-Hydroxymethyldihydrofuran-2-one | | Synonyms: | (S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone,97%;(S)-Gamma-Hydroxymethyl-Gamma;(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone ,97%;(5S)-5-(HYDROXYMETHYL)-3,4,5-TRIHYDROFURAN-2-ONE;(5S)-(+)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one;(S)-(+)-4,5-Dihydro-5-hydroxymethyl-2(3H)-furanone
(S)-(+)-5-Hydroxymethyltetrahydro-2-furanone;5-Oxo-tetrahydro-furan-2-carboxylic acid ethyl ester;(5S)-5-(hydroxyMethyl)oxolan-2-one | | CAS: | 32780-06-6 | | MF: | C5H8O3 | | MW: | 116.12 | | EINECS: | | | Product Categories: | chiral;Chiral Reagent | | Mol File: | 32780-06-6.mol |  |
| | (S)-5-Hydroxymethyldihydrofuran-2-one Chemical Properties |
| Melting point | 72-74 °C | | alpha | 56 º (c=3 in chloroform) | | Boiling point | 110-115 °C/0.2 mmHg (lit.) | | density | 1.237 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.471(lit.) | | Fp | >230 °F | | storage temp. | 2-8°C | | pka | 14.12±0.10(Predicted) | | form | clear liquid | | 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) |
| | (S)-5-Hydroxymethyldihydrofuran-2-one Usage And Synthesis |
| Chemical Properties | Colorless to light yellow liqui | | Uses | (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.
| | 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. |
| | (S)-5-Hydroxymethyldihydrofuran-2-one Preparation Products And Raw materials |
| Raw materials | Hydrochloric acid-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->PETROLEUM ETHER-->Sodium nitrite-->Benzene-->L-Glutamic acid-->Borane-methyl sulfide complex-->Pentanoic acid, 4,5-dihydroxy-, methyl ester, (4S)--->D-threo-Pentonic acid, 2-deoxy-, γ-lactone-->(5S)-5-(trityloxymethyl)-5H-furan-2-one-->2-Oxiranepropanoic acid, methyl ester, (2R)--->2-Oxiranepropanoic acid, methyl ester-->(S)-(+)-GAMMA-(TRITYLOXYMETHYL)-GAMMA-BUTYROLACTONE-->(S)-(-)HYDROXYMETHYL-3(2H)-FURANONE-->(1S,5R)-6,8-dioxabicyclo[3.2.1]octan-4-one |
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