3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one

Base Information

• Chemical Name: 3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one
• CAS No.: 53008-96-1
• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.142
• NSC Number: 244799,62382,19768
• Mol file: 53008-96-1.mol

Synonyms:NSC19768;SCHEMBL3300535;BCP11226;NSC62382;NSC-19768;NSC-62382;NSC244799;NSC-244799;SY225343;FT-0660777;53008-96-1

Chemical Property of 3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one

Chemical Property:

• Boiling Point: 338.3°Cat760mmHg
• Flash Point: 145.6°C
• Density: 1.512g/cm³
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(C(OC1=O)CO)O)O

Technology Process of 3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one

There total 40 articles about 3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one 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: 100.0%

5-O-benzyl-2-C-methyl lyxonolactone (86204-15-1,86204-16-2) → (3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-3-methyl-dihydro-furan-2-one (492-30-8,7306-56-1,19774-08-4,36791-96-5,36791-97-6,53008-90-5,53008-96-1,53008-97-2,86204-17-3,86204-18-4,93636-22-7)

Guidance literature:

With palladium on activated charcoal; hydrogen;

DOI:10.1246/cl.1983.595

Reference yield: 89.0%

5-O-Triphenylmethyl-2-C-methyl-D-ribono-1,4-lactone (157666-05-2) → 2-C-methyl-D-ribono-1,4-lactone (492-30-8,7306-56-1,19774-08-4,36791-96-5,36791-97-6,53008-90-5,53008-96-1,53008-97-2,86204-17-3,86204-18-4,93636-22-7)

Guidance literature:

With trifluoroacetic acid; In ethyl acetate; for 3h;

Reference yield: 61.4%

N-Benzyl-1-methylamino-1-deoxy-β-D-arabino-2-hexulopyranose (68826-00-6) → 2-C-methyl-D-ribono-1,4-lactone (492-30-8,7306-56-1,19774-08-4,36791-96-5,36791-97-6,53008-90-5,53008-96-1,53008-97-2,86204-17-3,86204-18-4,93636-22-7)

Guidance literature:

N-Benzyl-1-methylamino-1-deoxy-β-D-arabino-2-hexulopyranose; With sodium methylate; copper dichloride; In tetrahydrofuran; methanol; at 20 - 40 ℃; for 3h;

In tetrahydrofuran; methanol; at 23 ℃; for 1h;

upstream raw materials:

D-glucose

2-[(dibenzylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

D-Galactose

1-deoxy-1-(N,N-dibenzylamino)-α-D-tagatopyranose

Downstream raw materials:

iodoform

3-methylvaleric acid

formic acid

glycolic Acid