D-Psicose

Base Information

• Chemical Name: D-Psicose
• CAS No.: 551-68-8
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• Hs Code.: 29400090
• European Community (EC) Number: 208-999-7
• Nikkaji Number: J1.575.934H
• Wikipedia: Psicose
• Metabolomics Workbench ID: 68764
• Mol file: 551-68-8.mol

Synonyms:allulose;D-psicose;D-ribo-2-hexulose;D-ribo-2-ketohexose;psicose;psicose, (D)-isomer;psicose, (L)-isomer

Chemical Property of D-Psicose

Chemical Property:

• Appearance/Colour: Sweet syrupy liquid
• Vapor Pressure: 1.79E-14mmHg at 25°C
• Melting Point: 109 °C
• Refractive Index: 16.3 ° (C=0.94, H2O)
• Boiling Point: 551.7 °C at 760 mmHg
• PKA: 11.86±0.20(Predicted)
• Flash Point: 301.5 °C
• PSA: 118.22000
• Density: 1.589 g/cm³
• LogP: -3.37720
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly, Heated, Sonicated), Water (Soluble, Sonicated)
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

D-Psicose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(C(C(O1)(CO)O)O)O)O
• Isomeric SMILES: C1[C@H]([C@H]([C@H](C(O1)(CO)O)O)O)O
• Recent ClinicalTrials: Acute Effects of the Two Alternative Sweeteners D-allulose and Erythritol on Metabolism
• Recent EU Clinical Trials: Psilocybin versus ketamine – fast acting antidepressant strategies in treatment-resistant depression
• Recent NIPH Clinical Trials: A clinical study to evaluate to the effects of D-psicose (D-allulose) on respiratory metabolism (meal tolerance test)
• Uses: D-Psicose is a C3 epimer of L-Fructose, which maintains the ability to reduce fat accumulation when added to a diet through inhibition of intestinal α-glucosidase.

Technology Process of D-Psicose

There total 133 articles about D-Psicose 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: 20.0%

methanol (67-56-1) + cellulose (9004-34-6) → levulinic acid methyl ester (624-45-3) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With toluene-4-sulfonic acid; at 180 ℃; for 5h; under 3750.38 Torr; Autoclave; Inert atmosphere;

DOI:10.1039/c0gc00715c

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + sorbose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + lyxo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + ribo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

sodium hydroxide; In water; at 25 ℃; for 1h; Product distribution; further catalysts;

DOI:10.1016/S0008-6215(00)84860-0

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + sorbose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + lyxo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + ribo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

sodium hydroxide; In water; at 25 ℃; for 1h; Product distribution; further catalysts;

DOI:10.1016/S0008-6215(00)84860-0

upstream raw materials:

D-glucose

D-Allose

Penta-O-acetyl-keto-D-psicose

D-Fructose

Downstream raw materials:

D-allose osazone

methyl-[tetra-O-methyl-psicofuranoside

D-altrose

D-Allose

Refernces

TOTAL SYNTHESIS OF HIGHER-CARBON SUGARS: SYNTHESIS OF METHYL 3,4,5-TRI-O-ACETYL-1,7-DI-O-BENZYL-α-DL-gluco-HEPT-2-ULOPYRANOSIDE

10.1016/S0008-6215(00)90756-0

The research aimed to achieve the total synthesis of higher-carbon sugars, specifically focusing on the synthesis of methyl 3,4,5-tri-O-acetyl-1,7-di-O-benzyl-α-DL-gulo-hept-2-ulopyranoside. The purpose of this study was to expand upon the methods of synthesizing monosaccharides from furan compounds, particularly targeting the preparation of hex-2-uloses, which are a common type of ketose sugar. The researchers successfully synthesized a racemic α-DL-hept-2-ulopyranoside derivative from a non-sugar precursor, marking a significant advancement in the field of carbohydrate chemistry. The process involved a series of chemical reactions, including reduction, benzylation, hydrolysis, and acetylation, utilizing chemicals such as butyl glyoxylate, lithium aluminium hydride, toluene-p-sulphonic acid, and various benzyl-protected compounds. The conclusions of the study detailed the successful synthesis of the target compound through a series of stereoselective reactions, which not only demonstrated the viability of the approach but also opened up new avenues for the synthesis of complex carbohydrate structures.