D-Glucaro-1,4-lactone

Base Information

• Chemical Name: D-Glucaro-1,4-lactone
• CAS No.: 389-36-6
• Molecular Formula: C6H8 O7
• Molecular Weight: 192.125
• Hs Code.: 2932190090
• European Community (EC) Number: 206-865-2
• UNII: 7VD5U57BAB
• DSSTox Substance ID: DTXSID201311466
• Nikkaji Number: J32.156G
• Wikidata: Q27158734
• Metabolomics Workbench ID: 49586
• ChEMBL ID: CHEMBL1808316
• Mol file: 389-36-6.mol

Synonyms:1,4-D-glucarolactone;1,4-glucarolactone;D-glucaro-1,4-lactone;saccharolactone;saccharolactone, (D)-isomer;SACCHAROLACTONE, D-;saccharolactone, monocalcium salt, (D)-isomer;saccharolactone, monosodium salt, (D)-isomer

Chemical Property of D-Glucaro-1,4-lactone

Chemical Property:

• Melting Point: 91-93 °C(lit.)
• Boiling Point: 630.3°Cat760mmHg
• Flash Point: 335°C
• PSA: 133.52000
• Density: g/cm³
• LogP: -2.98520
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, colorless to faintly yellow
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 192.02700259
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

D-SACCHARIC ACID-1,4-LACTONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C1(C(C(=O)OC1C(C(=O)O)O)O)O
• Isomeric SMILES: [C@H]1([C@H](C(=O)O[C@@H]1[C@@H](C(=O)O)O)O)O

Technology Process of D-Glucaro-1,4-lactone

There total 13 articles about D-Glucaro-1,4-lactone 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: 69.1%

D-glucaric acid monopotassium salt (576-42-1) → D-glucaric acid (87-73-0,7231-46-1) + 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 H⁽¹⁺⁾ resin Rexyn 100(H); In water; for 3h;

DOI:10.1021/jo960201e

Reference yield:

calcium-D-saccharate → D-glucaro-1,4:6,3-dilactone + 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 sulfuric acid; In water; acetone; at 20 ℃; for 17h;

DOI:10.1021/jo9015985

Reference yield:

calcium-D-saccharate → D-glucaric acid (87-73-0,7231-46-1) + D-glucaro-1,4:6,3-dilactone + 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 sulfuric acid; In water; at 20 ℃; for 17h;

DOI:10.1021/jo9015985

upstream raw materials:

D-glucaric acid

D-glucaric acid monopotassium salt

water

D-glucose

Downstream raw materials:

L-gulono-1,4-lactone

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

galactaric acid mono-(N'-phenyl-hydrazide)

tamoxifen-N-glucuronide

Refernces

• 1、 Parkkinen, Tarja,Boer, Harry,Jaenis, Janne,Andberg, Martina,Penttilae, Merja,Koivula, Anu,Rouvinen, Juha. "Crystal structure of uronate dehydrogenase from Agrobacterium tumefaciens". experimental part. p. 27294 - 27300. Retrieved 2012/03/27.
• 2、 Chen, Liang,Kiely, Donald E.. "Synthesis of stereoregular head,tail hydroxylated nylons derived from D-glucose". . p. 5847 - 5851. Retrieved 2007/10/03.