D-Glucaric acid 1,4:6,3-dilactone

Base Information

• Chemical Name: D-Glucaric acid 1,4:6,3-dilactone
• CAS No.: 826-91-5
• Molecular Formula: C6H6O6
• Molecular Weight: 174.11
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID501036534
• Nikkaji Number: J24.251I
• Mol file: 826-91-5.mol

Synonyms:D-glucaro-1,4:6,3-dilactone

Chemical Property of D-Glucaric acid 1,4:6,3-dilactone

Chemical Property:

• PSA: 93.06000
• LogP: -2.44100
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 174.01643791
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

1-4:6-3-Glucarodilactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C12C(C(C(=O)O1)O)OC(=O)C2O
• Isomeric SMILES: [C@@H]12[C@@H]([C@@H](C(=O)O1)O)OC(=O)[C@@H]2O
• Uses: D-Glucaro-1,4:6,3-Dilactone is used as a reagent for chemical processes.

Technology Process of D-Glucaric acid 1,4:6,3-dilactone

There total 10 articles about D-Glucaric acid 1,4:6,3-dilactone 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: 98.0%

methyl D-glucarate 1,4-lactone (22140-16-5) → D-glucaric acid 1,4:6,3-dilactone (826-91-5)

Guidance literature:

at 110 ℃; for 12h;

DOI:10.1021/ja00081a018

Reference yield:

D-glucose (50-99-7) → glycolic Acid (79-14-1) + tartronic acid (80-69-3) + D-gulurono-6,3-lactone (7330-12-3,7424-09-1,14474-04-5,25218-28-4,32449-78-8,32449-80-2,32449-81-3,32449-92-6,35898-49-8,106623-56-7) + glyceric acid (473-81-4,118916-26-0) + gluconic acid (526-95-4) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4) + α-L-guluronic acid (1986-15-8,25249-06-3,25990-10-7,36562-70-6,36655-86-4) + D-glucaric acid (87-73-0,7231-46-1) + carbon dioxide (124-38-9,18923-20-1) + D-glucurono-6,3-lactone + oxalic acid (144-62-7,97993-78-7) + acetic acid (64-19-7,77671-22-8) + tartaric acid (87-69-4,138508-61-9) + D-glucono-1,4-lactone (1198-69-2) + D-glucaric acid 1,4:6,3-dilactone (826-91-5) + D-Glucaro-1,4-lacton (389-36-6,13374-41-9,18404-60-9) + D-glucaro-6,3-lactone (2782-04-9,13374-41-9,18404-60-9)

Guidance literature:

With 5% Pt/titania; water-d2; oxygen; at 80 ℃; for 24h; under 15001.5 Torr; Reagent/catalyst; Temperature;

DOI:10.1021/acscatal.8b03838

Reference yield:

L-mannono-1,4-lactone (22430-23-5) → mannaric acid-1=>4;6=>3-dilactone (826-91-5,2900-01-8,18404-59-6,18404-63-2,89772-72-5)

Guidance literature:

With nitric acid; at 50 ℃; γ.γ dilactone of/the/ l-manno-sugaroic acid;

upstream raw materials:

D-Glucaro-1,4-lacton

D-glucaro-6,3-lactone

methyl D-glucarate 1,4-lactone

D-glucarate-6,3-lactone ethyl ester

Downstream raw materials:

furan-2,5-dicarboxylic acid

L-Mannaramid

hexanedioic acid dimethyl ester

Adipic acid

Refernces

• 1、 -. "METHOD OF PREPARING D-GLUCARO-1,4:6,3-DILACTONE". Paragraph 0069-0071. . Retrieved 2020/03/09.
• 2、 Armstrong,Hirayama,Knight,Hutchings. "Quantitative Determination of Pt- Catalyzed d -Glucose Oxidation Products Using 2D NMR". . p. 325 - 335. Retrieved 2019/01/04.