Dextrose-1-d1

Base Information

• Chemical Name: Dextrose-1-d1
• CAS No.: 106032-61-5
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 181.15
• DSSTox Substance ID: DTXSID10484453
• Nikkaji Number: J1.515.660K
• Mol file: 106032-61-5.mol

Synonyms:Dextrose-1-d1;106032-61-5;D-Glucose-1-C-d;D-Glucose-1-d;D-Glucose-1-d1;D-Glucose-d1-4;(3R,4S,5S,6R)-2-deuterio-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;201136-45-0;D-Glucopyranose-1-c-d(9ci);D-Glucose-1-13C-1-C-d;SCHEMBL6877021;DTXSID10484453;HY-B0389S8;D-Glucose-1-d1, 98 atom % D;AKOS015909095;CS-0376096;J-001530;(3R,4S,5S,6R)-6-(hydroxymethyl)(2-?H)oxane-2,3,4,5-tetrol

Chemical Property of Dextrose-1-d1

Chemical Property:

• Vapor Pressure: 1.83E-08mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Refractive Index: 1.635
• Boiling Point: 410.8 °C at 760 mmHg
• Flash Point: 202.2 °C
• PSA: 110.38000
• Density: 1.741 g/cm³
• LogP: -3.22140
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 181.06966484
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

D-Glucose-1-C-d ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)O)O)O)O
• Isomeric SMILES: [2H]C1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• Uses: D-[1-2H]glucose, Labelled D-Glucose is a simple sugar that is present in plants. A monosaccharide that may exist in open chain or cyclic conformation if in solution. It plays a vital role in photosynthesis and fuels the energy required for cellular respiration. D-Glucose is used in various metabolic processes including enzymic synthesis of cyclohexyl-α and β-D-glucosides. Can also be used as a diagnostic tool in detection of type 2 diabetes mellitus and potentially Huntington's disease through analysis of blood-glucose in type 1 diabetes mellitus. Labelled D-Glucose is a simple sugar that is present in plants. A monosaccharide that may exist in open chain or cyclic conformation if in solution. It plays a vital role in photosynthesis and fuels the energy required for cellular respiration. D-Glucose is used in various metabolic processes including enzymic synthesis of cyclohexyl-α and β-D-glucosides. Can also be used as a diagnostic tool in detection of type 2 diabetes mellitus and potentially Huntington''s disease through analysis of blood-glucose in type 1 diabetes mellitus.

Technology Process of Dextrose-1-d1

There total 7 articles about Dextrose-1-d1 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%

D-Glucose (2280-44-6) → D-glucose-1-d1 (67831-24-7,106032-61-5)

Guidance literature:

With Pd-BaSO₄; deuterium; In water; at 60 ℃; for 6h; Product distribution; var. temp., reaction time, pH of solution, and type of Pd catalyst, also gaseous tritium as reagent;

DOI:10.1002/jlcr.2580361104

Reference yield: 99.0%

1,2,3,4,6-penta-O-acetyl-α,β-D-(1-2H)glucopyranose → D-glucose-1-d1 (67831-24-7,106032-61-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 3h;

DOI:10.1021/ja011232g

Reference yield: 82.0%

D-Glucono-1,5-lactone (90-80-2,1335-57-5,4253-68-3) → D-glucose-1-d1 (67831-24-7,106032-61-5)

Guidance literature:

With sodium borodeuteride; In water; at 0 ℃; for 0.333333h;

upstream raw materials:

D-Glucono-1,5-lactone

D-Glucose

1-α-[1-(2)H]D-glucopyranosyl-α-[1-(2)H]D-glucopyranosyde

2,3,4,6-tetra-O-acetyl-D-<1-(2)H>-glucopyranose

Downstream raw materials:

<1-(2)H>-1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose

Refernces

• 1、 Long,Morimoto,Williams. "Very high isotope incorporation in the C-1 position of glucose by exchange with deuterium or tritium gas". . p. 1037 - 1049. Retrieved 1995.
• 2、 -. "PROCESS FOR PREPARING AN ENANTIOMERICALLY ENRICHED, DEUTERATED SECONDARY ALCOHOL FROM A CORRESPONDING KETONE WITHOUT REDUCING DEUTERIUM INCORPORATION". Page/Page column 23. . Retrieved 2012/03/26.
• 3、 Indurugalla,Bennet. "A kinetic isotope effect study on the hydrolysis reactions of methyl xylopyranosides and methyl 5-thioxylopyranosides: Oxygen versus sulfur stabilization of carbenium ions". . p. 10889 - 10898. Retrieved 2007/10/03.