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78508-96-0 - (S)-(-)-5-Hydroxymethyl-2(5H)-furanone, 98% - L11919 - Alfa Aesar

L11919 (S)-(-)-5-Hydroxymethyl-2(5H)-furanone, 98%

CAS Number
78508-96-0
Synonyms

Size Price ($) Quantity Availability
250mg 48.90
1g 152.00
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(S)-(-)-5-Hydroxymethyl-2(5H)-furanone, 98%

MDL
MFCD00075370

Chemical Properties

Formula
C5H6O3
Formula Weight
114.10
Melting point
34-43°
Sensitivity
Hygroscopic
Solubility
Slightly soluble in water.

Applications

(S)-(-)-5-Hydroxymethyl-2(5H)-furanone is used in the preparation of partially saturated heterocycles via a diastereoselective ring chain formation. It is also used in the synthesis of (1R,3S)-cis-chrysanthemic acid.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Kyung Ho Kang.; Mi Young Cha.; Ae Nim Pae.; Kyung Il Choi.; Yong Seo Cho.; Hun Yeong Koh,; Bong Young Chung. Synthesis of (+)-muscarine from (S)-(-)-5-hydroxymethyl-2(5H)-furanone. Tetrahedron Letters. 2000, 41 (42), 8137-8140.

Vladimír Ondruša.; Michal Orsága.; L'ubor Fišeraa.; Nad'a Prónayován. Stereoselectivity of N-benzyl-C-ethoxycarbonyl nitrone cycloaddition to (S)-5-hydroxymethyl-2(5H)-furanone and its derivatives. Tetrahedron. 1999, 55 (34), 10425-10436.

Versatile chiral intermediate.

For use in the synthesis of (1R,3S)-cis-chrysanthemic acid, see: Tetrahedron Lett., 27, 3533 (1986).

In enantioselective synthesis of AZT: Tetrahedron Lett., 29, 5349 (1988).

Other References

Beilstein
3537455
Harmonized Tariff Code
2932.20
TSCA
No

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