160549-10-0 , Tri-O-benzyl-D-arabinofuranose, CAS:160549-10-0

160549-10-0 , Tri-O-benzyl-D-arabinofuranose,
CAS:160549-10-0
C26H28O5 / 420.5
MFCD00080813

2,3,5-Tri-O-benzyl-D-arabinofuranose

三苄基-D-呋喃阿拉伯糖,

2,3,5-Tri-O-benzyl-D-arabinofuranose is a phosphorane that has been synthesised by the reaction of 2,3,5-trihydroxypentanoic acid and benzaldehyde. The synthesis of this compound involves the use of a stereoselective process to produce the desired product. This compound is able to inhibit both bacterial and fungal growth in vitro. Inhibition of bacterial growth is due to its ability to disrupt the synthesis of proteins and nucleic acids while the inhibition of fungal growth is due to its ability to interfere with chitin production.

CAS Number	160549-10-0
Product Name	2,3,5-Tri-O-benzyl-D-arabinofuranose
IUPAC Name	(3S,4R,5R)-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolan-2-ol
Molecular Formula	C26H28O5
Molecular Weight	420.5 g/mol
InChI	InChI=1S/C26H28O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(31-26)19-28-16-20-10-4-1-5-11-20/h1-15,23-27H,16-19H2/t23-,24-,25+,26?/m1/s1
InChI Key	NAQUAXSCBJPECG-DYXQDRAXSA-N
SMILES	C1=CC=C(C=C1)COCC2C(C(C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4
Synonyms	2,3,5-Tris-O-(phenylmethyl)-D-arabinofuranose
Canonical SMILES	C1=CC=C(C=C1)COCC2C(C(C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4
Isomeric SMILES	C1=CC=C(C=C1)COC[C@@H]2[C@H]([C@@H](C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4