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20581-41-3 ,Beta-D-Glucopyranosylphenyl isothiocyanate, CAS:20581-41-3

20581-41-3 ,Beta-D-Glucopyranosylphenyl isothiocyanate,
CAS:20581-41-3
C13H15NO6S / 313.326
MFCD00070373

4-Isothiocyanatophenyl-b-D-glucopyranoside

4-异硫氰酸苯基-beta-D-葡萄糖苷

4-Isothiocyanatophenyl-b-D-glucopyranoside is an electrophilic compound that can be used as a reagent in organic synthesis. It reacts with nucleophiles and is used for nitro reduction, sulfoxide formation, and phenoxy formation. The structure of the molecule is characterized by two chiral centers. The reactivity of this molecule depends on the orientation of the substituents on the two chiral centers. 4-Isothiocyanatophenyl-b-D-glucopyranoside can also be used to form esters. The ethoxycarbonyl group (C=O) on one end of the molecule reacts with carboxylic acids to form esters, while at the other end of the molecule, hydroxy groups (OH) react with alcohols to form ethers.

CAS Number20581-41-3
Product Name4-Isothiocyanatophenyl beta-D-glucopyranoside
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-isothiocyanatophenoxy)oxane-3,4,5-triol
Molecular FormulaC13H15NO6S
Molecular Weight313.326
InChIInChI=1S/C13H15NO6S/c15-5-9-10(16)11(17)12(18)13(20-9)19-8-3-1-7(2-4-8)14-6-21/h1-4,9-13,15-18H,5H2/t9-,10-,11+,12-,13-/m1/s1
InChI KeyRWANFUZQWINQBY-UJPOAAIJSA-N
SMILESC1=CC(=CC=C1N=C=S)OC2C(C(C(C(O2)CO)O)O)O
Synonymsß-D-Glucopyranosylphenyl 4-Isothiocyanate
CAS No: 20581-41-3 MDL No: MFCD00070373 Chemical Formula: C13H15NO6S Molecular Weight: 313.326
References: 1. Monsigny M, et al., Biol. Cell. 1984, 51, p187


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