CAS 3162-96-7: Methyl 4,6-O-benzylidene-α-D-glucopyranoside
Description:Methyl 4,6-O-benzylidene-α-D-glucopyranoside is a glycoside derived from glucose, characterized by the presence of a benzylidene group at the 4 and 6 positions of the glucopyranose ring. This compound typically appears as a white to off-white crystalline solid and is soluble in organic solvents such as methanol and ethanol, but less soluble in water due to its hydrophobic benzylidene substituents. It is often used in organic synthesis and carbohydrate chemistry as a protecting group for hydroxyl functionalities, facilitating the selective modification of sugars. The compound exhibits stability under standard laboratory conditions, although it may be sensitive to strong acids or bases, which can lead to hydrolysis or degradation. Its structure allows for potential applications in medicinal chemistry and the development of glycosylated compounds, making it a valuable intermediate in the synthesis of more complex molecules. As with all chemical substances, proper handling and safety precautions should be observed when working with this compound.
Formula:C14H18O6
InChI:InChI=1S/C14H18O6/c1-17-14-11(16)10(15)12-9(19-14)7-18-13(20-12)8-5-3-2-4-6-8/h2-6,9-16H,7H2,1H3/t9-,10-,11-,12-,13?,14+/m1/s1
InChI key:InChIKey=VVSWDMJYIDBTMV-BTZLDLHRSA-N
SMILES:OC1C(OC)OC2COC(OC2C1O)C=3C=CC=CC3
- Synonyms:
- Glucopyranoside, methyl 4,6-O-benzylidene-, α-<span class="text-smallcaps">D</span>-
- Methyl 4,6-O-(phenylmethylene)-α-<span class="text-smallcaps">D</span>-glucopyranoside
- Methyl 4,6-O-benzylidene-alpha-D-glucopyranoside
- Methyl 4,6-O-benzylidene-α-<span class="text-smallcaps">D</span>-glucopyranoside
- NSC 1681
- Pyrano[3,2-d]-1,3-dioxin, α-<span class="text-smallcaps">D</span>-glucopyranoside deriv.
- methyl 4,6-O-(phenylmethylidene)-alpha-D-galactopyranoside
- methyl 4,6-O-(phenylmethylidene)-alpha-L-glucopyranoside
- methyl 4,6-O-(phenylmethylidene)-alpha-L-mannopyranoside
- methyl 4,6-O-(phenylmethylidene)-beta-L-glucopyranoside
- See more synonyms
- methyl 4,6-O-(phenylmethylidene)-beta-L-mannopyranoside
- α-<span class="text-smallcaps">D</span>-Glucopyranoside, methyl 4,6-O-(phenylmethylene)-
- Methyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside
- Methyl 4,6-O-benzylidene-α-D-glucopyranoside
- α-D-Glucopyranoside, methyl 4,6-O-(phenylmethylene)-
- Glucopyranoside, methyl 4,6-O-benzylidene-, α-D-
- Pyrano[3,2-d]-1,3-dioxin, α-D-glucopyranoside deriv.