L-Streptose

l-Streptose
Names
	IUPAC name 5-Deoxy-3-C-formyl-α-l-lyxofuranose
Identifiers
CAS Number	13008-73-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	16736038;
PubChem CID	5460942 (open form);
UNII	1A913T4W5M ;
	InChI InChI=1S/C6H10O5/c1-3-6(10,2-7)4(8)5(9)11-3/h2-5,8-10H,1H3/t3-,4-,5+,6+/m0/s1 Key: PSLNNVPHIJQGRF-UNTFVMJOSA-N;
	SMILES C[C@H]1[C@@]([C@H]([C@@H](O1)O)O)(C=O)O;
Properties
Chemical formula	C6H10O5
Molar mass	162.141 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

l-Streptose is a branched monosaccharide similar to apiose in structure. l-Streptose is one of the sugars in streptomycin, an aminoglycoside antibiotic that has toxic effects in the kidney and other side effects.

l-Streptose has been prepared from a carbohydrate derivative.^[1] The protected monosaccharide was reacted with an organolithium sulfur compound and then catalytically hydrolyzed to produce l-streptose.

References

^ Block E. "Organic Chemistry: Reactions of Organosulfur Compounds", vol. 37, page 71.

[1] Block E. "Organic Chemistry: Reactions of Organosulfur Compounds", vol. 37, page 71.

[1]