6-Deoxy-L-galactonolactone

Base Information

• Chemical Name: 6-Deoxy-L-galactonolactone
• CAS No.: 20031-16-7
• Molecular Formula: C4H5BrO
• Molecular Weight: 162.142
• European Community (EC) Number: 246-121-4
• NSC Number: 51238
• Mol file: 20031-16-7.mol

Synonyms:20031-16-7;6-Deoxy-L-galactonolactone;3,4-Dihydroxy-5-(1-hydroxyethyl)dihydrofuran-2(3H)-one;6-Deoxy-D-mannono-4-lactone;1-Rhamnono-1,4-lactone;SCHEMBL15257411;SCHEMBL21575607;VASLEPDZAKCNJX-UHFFFAOYSA-N;NSC51238;NSC-51238

Chemical Property of 6-Deoxy-L-galactonolactone

Chemical Property:

• Boiling Point: 349.8°Cat760mmHg
• Flash Point: 151°C
• Density: 1.569g/cm³
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1C(C(C(=O)O1)O)O)O

Technology Process of 6-Deoxy-L-galactonolactone

There total 12 articles about 6-Deoxy-L-galactonolactone 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%

methyl 6-deoxy-2,3:4,5-di-O-isopropylidene-D-gulonate → 6-deoxy-D-gulono-1,4-lactone (20031-16-7,24286-28-0,24286-61-1,29217-83-2,35902-06-8,106293-98-5)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.6b02041

Reference yield:

(2R,3R,4R)-2,3,4-trihydroxypentanal (13039-77-5) → 6-deoxy-D-gulono-1,4-lactone (20031-16-7,24286-28-0,24286-61-1,29217-83-2,35902-06-8,106293-98-5)

Guidance literature:

With ammonia; at 0 ℃; dann bei Raumtemperatur, Kochen des Reaktionsgemisches mit Barytwasser und Erhitzen des rohen Lacton-Saeure-Gemisches mit Eisessig;

Reference yield:

1,2-O-isopropylidene-5-methyl-5-deoxy-α-D-xylofuranose (4152-79-8,33156-02-4,37105-87-6,37105-91-2,37105-93-4,53597-97-0,97059-40-0) → 6-deoxy-D-gulono-1,4-lactone (20031-16-7,24286-28-0,24286-61-1,29217-83-2,35902-06-8,106293-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous sulfuric acid / zuletzt unter Erwaermen

2: ammonia / 0 °C / dann bei Raumtemperatur, Kochen des Reaktionsgemisches mit Barytwasser und Erhitzen des rohen Lacton-Saeure-Gemisches mit Eisessig

With sulfuric acid; ammonia;

upstream raw materials:

d-glucomethylonic acid

6-deoxy D-allose

6-deoxy-D-gulose

(2R,3R,4R)-2,3,4-trihydroxypentanal

Downstream raw materials:

O³,O⁵;O⁴,O⁶-((Ξ,Ξ)-dibenzylidene)-1-deoxy-D-altritol

L-arabinaric acid

(2R,3R,4R,5S)-2-(hydroxymethyl)-5-methyltetrahydrofuran-3,4-diol

2,5-anhydro-1-O-p-toluenesulphonyl-6-deoxy-L-glucitol