42214-11-9

Basic information

• Product Name: Methyl 6-deoxy-alpha-D-glucopyranoside
• Synonyms: a-D-Gulopyranoside, methyl 6-deoxy- (9CI)
• CAS NO: 42214-11-9
• Molecular Formula: C₇H₁₄O₅
• Molecular Weight: 178.1831
• Mol File: 42214-11-9.mol
• Article Data: 51

Chemical Properties

• Melting Point: 158-159ºC
• Boiling Point: 312.6 °C at 760 mmHg
• Flash Point: 142.9 °C
• Appearance: /
• Density: 1.32 g/cm³
• PKA: 13.05±0.70(Predicted)
• CAS DataBase Reference: Methyl 6-deoxy-alpha-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 6-deoxy-alpha-D-glucopyranoside(42214-11-9)
• EPA Substance Registry System: Methyl 6-deoxy-alpha-D-glucopyranoside(42214-11-9)

Safety Data

• Hazardous Substances Data: 42214-11-9(Hazardous Substances Data)

Usage

General Description

Methyl 6-deoxy-alpha-D-glucopyranoside is a chemical compound that is derived from glucose. It is a white, odorless powder and is soluble in water. Methyl 6-deoxy-alpha-D-glucopyranoside is commonly used in organic synthesis as a starting material for the preparation of various glycosides and as a component in the production of pharmaceuticals and natural products. It is also used in biochemical research as a non-metabolizable analog of glucose. Additionally, methyl 6-deoxy-alpha-D-glucopyranoside has potential applications in the food industry as a sweetening agent and in cosmetic products as a moisturizing agent.

Upstream product

• 67-56-1 methanol 
• 2438-80-4 L-Fucose 
• 73-34-7 6-deoxy-L-galactose 
• 73139-33-0 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-desoxy-α-D-arabino-hex-5-enopyranoside 
• 24332-97-6 Methyl 2,3,4-tri-O-acetyl-6-deoxy-β-L-galactopyranoside 
• 7647-01-0 hydrogenchloride 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 2774-23-4 methyl 2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 6752-75-6 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-altropyranoside 
• 26295-65-8 (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 73139-31-8 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-desoxy-α-D-altropyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 92418-38-7 (3,4,5-trihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 

Downstream Products

• 14064-39-2 L-galacto-2,4,5-Trihydroxy-3-methoxy-hexanal 
• 3615-37-0 D-Fucose 
• 75336-82-2 Methyl 3-O-benzyl-α-L-rhamnopyranoside 
• 135041-33-7 methyl 3-O-benzyl-β-L-fucopyranoside 
• 14686-83-0 C₂₁H₂₂O₇ 
• 87171-57-1 methyl 2,3,4-tri-O-(p-bromobenzoyl)-β-L-fucopyranoside 
• 134645-97-9 methyl 2,3-di-O-benzoyl-6-deoxy-β-D-galactopyranoside 
• 171228-79-8 Methyl 3,4-O-(R)-benzylidene-6-deoxy-β-L-galactopyranoside 
• 171228-78-7 Methyl 3,4-O-(S)-benzylidene-6-deoxy-β-L-galactopyranoside 
• 56271-60-4 (3R,4R,5S,6S)-2-Methoxy-6-methyl-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran 
• 134311-92-5 methyl-2,4-di-O-benzyl-β-D-quinovopyranoside 
• 176380-03-3 methyl 2,3‐di‐O‐benzyl‐6‐deoxy‐β‐D‐glucopyranoside 
• 197657-27-5 methyl-2-O-benzyl-β-D-quinovopyranoside 
• 51288-33-6 C₂₁H₂₂O₇ 

Relevant articles and documents

Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation

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Synthesis of β-(1→2)-Linked 6-Deoxy- l -altropyranose Oligosaccharides via Gold(I)-Catalyzed Glycosylation of an ortho-Hexynylbenzoate Donor

The β-(1→2)-linked 6-deoxy-l-altropyranose di- to pentasaccharides 2-5, relevant to the O-antigen of the infectious Yersinia enterocolitica O:3, were synthesized for the first time. The challenging 1,2-cis-altropyranosyl linkage was assembled effectively via glycosylation with 2-O-benzyl-3,4-di-O-benzoyl-6-deoxy-l-altropyranosyl ortho-hexynylbenzoate (7) under the catalysis of PPh3AuNTf2. NMR and molecular modeling studies showed that the pentasaccharide (5) adopted a left-handed helical conformation.

Catalytic and regioselective oxidation of carbohydrates to synthesize keto-sugars under mild conditions

A new catalytic and regioselective approach for the synthesis of keto-sugars is described. An organotin catalyst, Oc2SnCl2, in the presence of trimethylphenylammonium tribromide ([TMPhA]+Br3-) accelerates the regioselective oxidation at the axial -OH group of 1,2-diol moieties in galactopyranosides. The reaction conditions can also be used for the regioselective oxidation of various carbohydrates.