943746
Methyl 3-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-α-D-glucopyranoside
≥95%
Synonym(s):
α-D-Glucopyranoside, methyl 3-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-, 6-O-[(R)-phenylmethylene]-α-D-glucopyranoside, Methyl 3-O-(phenylmethyl)-4, Methyl 3-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-α-D-glucopyranoside
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About This Item
Assay:
≥95%
Form:
solid
Quality Level
assay
≥95%
form
solid
storage condition
protect from light
color
white to off-white
storage temp.
2-8°C
SMILES string
OC1C(OC)OC2COC(OC2C1OCC=3C=CC=CC3)C=4C=CC=CC4
InChI
1S/C21H24O6/c1-23-21-17(22)19(24-12-14-8-4-2-5-9-14)18-16(26-21)13-25-20(27-18)15-10-6-3-7-11-15/h2-11,16-22H,12-13H2,1H3/t16-,17-,18-,19-,20-,21+/m1/s1
InChI key
QRMYFVCKXAQEDN-UFOPBENGSA-N
General description
This compound is a protected sugar derivative (a benzyl ether / acetal-containing sugar-like scaffold), specifically a benzyloxylated and methoxylated hexahydropyrano-dioxin ring system bearing a phenyl substituent at one position and multiple oxygen functionalities. It is used in carbohydrate chemistry or glycosylation strategies as a protected intermediate to control reactivity of hydroxyl groups and enable selective transformations.
Application
- Carbohydrate synthesis: As a protected sugar building block or glycoside intermediate in oligo- or polysaccharide assembly.
- Glycomimetic or glyco-analogue design: Use in medicinal chemistry to build sugar-like bioactive molecules.
- Protecting strategy: As a masked sugar derivative for temporary protection in multistep synthesis of complex molecules.
Features and Benefits
- Protected functional groups: The benzyloxy and acetal/dioxin moieties shield hydroxyl groups, preventing unwanted side reactions.
- Structural rigidity & stereochemistry: The bicyclic sugar-like framework imparts defined stereochemical arrangement, helpful in stereoselective transformations.
- Organic solubility: Protection increases lipophilicity and solubility in organic solvents, useful for organic-phase synthesis.
- Versatility: After selective deprotection, the core scaffold can serve as donor/acceptor in glycosylations or be functionalized further.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 943746-500MG | 04065273710076 |
| 219503-5MG | 04055977218046 |