| Identification | More | [Name]
(S)-5-Hydroxymethyldihydrofuran-2-one | [CAS]
32780-06-6 | [Synonyms]
2(3H)-FURANONE, DIHYDRO-5-(HYDROXYMETHYL)-,(S)
DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE (S-)
(S)-(+)-4,5-DIHYDRO-5-HYDROXYMETHYL-2(3H)-FURANONE
(S)-4,5-DIHYDRO-5-HYDROXYMETHYL-2(3H)-FURANONE
(S)-4-HYDROXYMETHYL BUTYROLACTONE
(S)-5-HYDROXYMETHYL-2-OXOTETRAHYDROFURAN
(S)-5-HYDROXYMETHYL-DIHYDRO-FURAN-2-ONE
(S)-(+)-5-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-(+)-5-HYDROXYMETHYLTETRAHYDRO-2-FURANONE
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)FURANONE
(S)-(+)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTON
(S)-(+)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-(+)-G-HYDROXYMETHYL-G-BUTYROLACTONE
5-(Hydroxymethyl)dihydro-2(3H)-furanone
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE, 95% (98% EE/GLC)
(S)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYRO-&
(s)-γ-hydroxymethyl-γ-butyrolactone
(S)-(+)-5-HYDROXYMETHYL-GAMMA-BUTYROLACTONE 98% | [Molecular Formula]
C5H8O3 | [MDL Number]
MFCD00066224 | [Molecular Weight]
116.12 | [MOL File]
32780-06-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [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. ]
0-6°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]
|
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29322090 |
| Raw materials And Preparation Products | Back Directory | [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 |
| Hazard Information | Back Directory | [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. |
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