Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside

Base Information

• Chemical Name: Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside
• CAS No.: 6340-60-9
• Molecular Formula: C18H26O12
• Molecular Weight: 434.3918
• NSC Number: 51253
• DSSTox Substance ID: DTXSID30979578

Synonyms:6340-60-9;NSC51253;Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside;DTXSID30979578;OVJNDRJMHQGDPA-UHFFFAOYSA-N;NSC-51253;Methyl pentaacetyl-.alpha.-d-gluco-heptuloside;Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside #

Chemical Property of Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside

Chemical Property:

• Vapor Pressure: 4.95E-09mmHg at 25°C
• Boiling Point: 470.7°C at 760 mmHg
• Flash Point: 202.1°C
• Density: 1.29g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 13
• Exact Mass: 434.14242626
• Heavy Atom Count: 30
• Complexity: 674

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)(COC(=O)C)OC)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside

There total 6 articles about Methyl 1,3,4,5,7-penta-O-acetylhept-2-ulopyranoside 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:

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose → methyl 1,3,4,5,7-penta-O-acetyl-α-D-manno-heptulopyranoside (6340-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; hydrogen bromide

2: silver oxide

With hydrogen bromide; acetic acid; silver(l) oxide;

DOI:10.1021/ja01876a007

Reference yield:

acetic anhydride (108-24-7) + methyl-α-D-gluco-[2]heptulopyranoside (910889-01-9) → methyl-(penta-O-acetyl-α-D-gluco-[2]heptulopyranoside) (2893-23-4,6340-60-9,33579-58-7)

Guidance literature:

With sodium acetate;

DOI:10.1021/ja01344a029

Reference yield:

acetic anhydride (108-24-7) + methyl α-D-manno-heptulopyranoside (101629-28-1) → methyl 1,3,4,5,7-penta-O-acetyl-α-D-manno-heptulopyranoside (6340-60-9)

Guidance literature:

With pyridine;

DOI:10.1021/ja01876a007

upstream raw materials:

acetic anhydride

methyl-α-D-gluco-[2]heptulopyranoside

methyl α-D-manno-heptulopyranoside

methanol

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