D-Glucose-6,6-d2

Base Information

• Chemical Name: D-Glucose-6,6-d2
• CAS No.: 18991-62-3
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 182.142
• DSSTox Substance ID: DTXSID00940518
• Nikkaji Number: J1.515.658I
• Mol file: 18991-62-3.mol

Synonyms:D-Glucose-6,6-d2;18991-62-3;D-Glucose-6,6-c-d2;Glucose, 6,6-dideutero;UNII-W8HHU8ES4E;W8HHU8ES4E;(3R,4S,5S,6R)-6-[dideuterio(hydroxy)methyl]oxane-2,3,4,5-tetrol;D-[6,6'-2H2]glucose;D-Glucose-6 pound not6-d2;DTXSID00940518;(C~6~,C~6~-~2~H_2_)Hexopyranose;D98009;J-012258;D-Glucose-6,6-d2, >=98 atom % D, >=99% (CP);D-Glucose-6,6-d2, meets EP, USP testing specifications, 98 atom % D;D-Glucose-6,6-d2, S & P tested, >=98 atom % D, >=99% (CP);D-Glucose-6,6-d2, For clinical investigational use;cGMP, S&P-tested., 98 atom % D

Chemical Property of D-Glucose-6,6-d2

Chemical Property:

• Melting Point: 150-152 °C(lit.)
• PSA: 110.38000
• LogP: -3.22140
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 182.07594159
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

D-Glucose-6,6-d2 ^*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]C([2H])([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)O
• Uses: Labelled D-Glucose. Used in enzymic synthesis of cyclohexyl-α and β-D-glucosides D-GLUCOSE-6,6-D2 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-6,6-D2 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 D-Glucose-6,6-d2

There total 3 articles about D-Glucose-6,6-d2 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: 81.0%

1,2-O-Isopropyliden-α-D-<6,6-D2>glucofuranose (68006-60-0) → D-<6,6-D2>Glucose (18991-62-3,35669-34-2)

Guidance literature:

With Amberlyst 15; hydrogen cation; In water; at 95 ℃; for 3h;

Reference yield:

1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone (20513-98-8) → D-<6,6-D2>Glucose (18991-62-3,35669-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LiAlD₄ / diethyl ether / 7 h / Heating

2: 81 percent / amberlyst 15, H+ / H₂O / 3 h / 95 °C

With Amberlyst 15; lithium aluminium deuteride; hydrogen cation; In diethyl ether; water;

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-(6,6'-2H2)-glucofuranose (79774-22-4) → D-<6,6-D2>Glucose (18991-62-3,35669-34-2)

Guidance literature:

Dowex-50W X₈ cation-exchange resin (H+) form;

DOI:10.1016/S0008-6215(00)85292-1

upstream raw materials:

1,2:5,6-di-O-isopropylidene-α-D-(6,6'-²H₂)-glucofuranose

1,2-O-Isopropyliden-α-D-<6,6-D2>glucofuranose

1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone

Refernces

• 1、 Duke, Colin C.,MacLeod, John K.,Williams, John F.. "NUCLEAR MAGNETIC RESONANCE STUDIES OF D-ERYTHROSE 4-PHOSPHATE IN AQUEOUS SOLUTION. STRUCTURES OF THE MAJOR CONTRIBUTING MONOMERIC AND DIMERIC FORMS". . p. 1 - 26. Retrieved 2007/10/02.