δ-D-Mannonolactone

Base Information

• Chemical Name: δ-D-Mannonolactone
• CAS No.: 32746-79-5
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Mol file: 32746-79-5.mol

Synonyms:D-Mannonic acid 1,5-lactone;delta-D-Mannonolactone

Chemical Property of δ-D-Mannonolactone

Chemical Property:

• Melting Point: 23-25 °C
• Boiling Point: 104 °C(Press: 0.02 Torr)
• PKA: 12.13±0.70(Predicted)
• PSA: 107.22000
• Density: 1.720±0.06 g/cm3(Predicted)
• LogP: -3.01320

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Mannono-1,5-lactone is an intermediate used in the synthesis of Dapagliflozin C2 Epimer (D185405), which is an intermediate used in the synthesis of Dapagliflozin (D185370), a sodium-glucose transporter 2 inhibitor.

Technology Process of δ-D-Mannonolactone

There total 8 articles about δ-D-Mannonolactone 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:

L-allonic acid (740753-96-2) → L-allonic acid-5-lactone (90-80-2,7506-65-2,10366-75-3,15892-28-1,32746-79-5,52153-09-0,52393-78-9,110115-45-2,120523-34-4,124819-01-8,124915-65-7,1335-57-5,4253-68-3)

Guidance literature:

With ethanol; schnelles Eindampfen unter vermindertem Druck und Behandeln des Rueckstands mit wasserfreiem Aethanol;

Reference yield:

→ δ-D-mannonolactone (32746-79-5,1335-57-5,4253-68-3)

Guidance literature:

at 50 - 90 ℃; under 15 Torr; beim Eindampfen;

Reference yield:

mannonic acid (642-99-9) → D-mannono-1,4-lactone (26301-79-1) + δ-D-mannonolactone (32746-79-5,1335-57-5,4253-68-3)

Guidance literature:

With water; at 25 ℃;

upstream raw materials:

mannonic acid

D-Mannose

D-Mannose

L-allonic acid

Downstream raw materials:

methyl 3,4:5,6-di-O-isopropylidene-D-gluconate

L-mannonic γ-lactone

D-mannono-1,4-lactone

fructonic acid

Refernces

• 1、 Shinagawa, Emiko,Ano, Yoshitaka,Yakushi, Toshiharu,Adachi, Osao,Matsushita, Kazunobu. "Solubilization, purification, and properties of membrane-bound D-glucono-δ-lactone hydrolase from Gluconobacter oxydans". body text. p. 241 - 244. Retrieved 2009/06/20.
• 2、 Bierenstiel, Matthias,Schlaf, Marcel. "δ-Galactonolactone: Synthesis, isolation, and comparative structure and stability analysis of an elusive sugar derivative". . p. 1474 - 1481. Retrieved 2007/10/03.