943754
Tetra-O-acetyl-L-rhamnose
≥95%
别名:
1,2,3,4-Tetra-O-acetyl-L-rhamnopyranose, L-Mannopyranose, L-Rhamnopyranose tetraacetate, L-Mannopyranose, 6-deoxy-, tetraacetate, Mannopyranose, 6-deoxy-, tetraacetate, L-
SMILES string
O=C(OC1OC(C)C(OC(=O)C)C(OC(=O)C)C1OC(=O)C)C
InChI key
QZQMGQQOGJIDKJ-IKOZNORXSA-N
InChI
1S/C14H20O9/c1-6-11(20-7(2)15)12(21-8(3)16)13(22-9(4)17)14(19-6)23-10(5)18/h6,11-14H,1-5H3/t6-,11-,12+,13+,14?/m0/s1
assay
≥95%
form
viscous liquid
reaction suitability
reaction type: Deprotonations
color
colorless to pale yellow
bp
129-130 °C (/ 0.1 Torr)
solubility
DMF: soluble, DMSO: soluble, soluble (DCM), soluble (EtOAc), soluble (MeOH)
density
±1.265-10 g/cm3 at 25 °C
storage temp.
2-8°C
Quality Level
General description
1,2,3,4-Tetra-O-acetyl-L-rhamnopyranose is the fully acetylated derivative of L-rhamnose (a 6-deoxy sugar). In this derivative, the hydroxyl groups at positions 1, 2, 3 and 4 are acetylated (protected as acetates). The molecule retains the methyl group at C-6 (hence “6-methyl”). This modification increases lipophilicity relative to the free sugar, and serves as a protected sugar moiety useful in glycosylation chemistry or as a building block in carbohydrate synthesis.
Application
- Glycosylation Reactions: Used as a protected sugar donor or acceptor (once deprotected) in the synthesis of oligosaccharides or glycosylated natural products.
- Carbohydrate chemistry & Medicinal Chemistry: For constructing analogues of sugar derivatives, or for attaching sugars to lipids, peptides, or drug molecules.
- Material Science & Glyco-conjugation: As a sugar motif in modifying surfaces or polymers.
- Organic Synthesis Teaching / Reference Compound: Helpful in illustrating protection/deprotection strategies with sugars.
Features and Benefits
- Protected sugar hydroxyls: The acetyl protection stabilizes the sugar ring, prevents unwanted reactions at hydroxyl groups, and allows selective deprotection downstream.
- Enhanced lipophilicity: Because of acetyl groups, more soluble in non-polar or moderately polar organic solvents, facilitating its use in non-aqueous glycosylation or as donor material.
- Multiple reactive handles (protected): The acetates can be removed under defined conditions to liberate hydroxyls, enabling further functionalization.
存储类别
10 - Combustible liquids
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
我们的科学家团队拥有各种研究领域经验，包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.
联系客户支持