HMBOA D-glucoside

Base Information

• Chemical Name: HMBOA D-glucoside
• CAS No.: 17622-26-3
• Molecular Formula: C15H19 N O9
• Molecular Weight: 357.317
• DSSTox Substance ID: DTXSID80938771
• Nikkaji Number: J129.539J
• Wikidata: Q82915176
• Mol file: 17622-26-3.mol

Synonyms:2-O-glucosyl-7-methoxy-1,4(2H)-benzoxazin-3-one

Chemical Property of HMBOA D-glucoside

Chemical Property:

• Vapor Pressure: 7.92E-19mmHg at 25°C
• Boiling Point: 669.3°Cat760mmHg
• Flash Point: 358.6°C
• PSA: 146.94000
• Density: 1.61g/cm³
• LogP: -1.69330
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 357.10598118
• Heavy Atom Count: 25
• Complexity: 478

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)C(O2)OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: COC1=CC2=C(C=C1)NC(=O)C(O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

Technology Process of HMBOA D-glucoside

There total 3 articles about HMBOA D-glucoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (18607-79-9) → 2-(β-D-glucopyranosyloxy)-3,4-dihydro-7-methoxy-2H-1,4-benzoxazin-3-one (17622-26-3)

Guidance literature:

With hydrogenchloride; zinc; for 12h;

DOI:10.1016/0031-9422(85)80035-2

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-O-β-glucopyranosyl-7-hydroxy-1,4(2H)-benzoxazin-3-one (28512-70-1) → 2-(β-D-glucopyranosyloxy)-3,4-dihydro-7-methoxy-2H-1,4-benzoxazin-3-one (17622-26-3)

Guidance literature:

In diethyl ether;

DOI:10.1016/0031-9422(85)80035-2

Reference yield:

→ (Ξ)-2-β-D-glucopyranosyloxy-7-methoxy-4H-benzo[1,4]oxazin-3-one (17622-26-3,113565-31-4)

Guidance literature:

Glucosid V, Essigsaeure, Zn(?);

DOI:10.1016/S0031-9422(00)82887-3

upstream raw materials:

diazomethane

2-O-β-glucopyranosyl-7-hydroxy-1,4(2H)-benzoxazin-3-one

2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3-one

Downstream raw materials:

β-D-glucose