D-Ribono-1,4-lactone

Base Information

• Chemical Name: D-Ribono-1,4-lactone
• CAS No.: 5336-08-3
• Molecular Formula: C5H8 O5
• Molecular Weight: 148.116
• Hs Code.: 2932209090
• European Community (EC) Number: 226-256-5
• UNII: 64E63NC231
• DSSTox Substance ID: DTXSID201347750
• Nikkaji Number: J217.896F
• Wikidata: Q27144478
• Metabolomics Workbench ID: 37920
• ChEMBL ID: CHEMBL607627
• Mol file: 5336-08-3.mol

Synonyms:D-ribono-1,4-lactone

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

Chemical Property:

• Vapor Pressure: 8.77E-07mmHg at 25°C
• Melting Point: 83-85 ºC
• Refractive Index: 18 ° (C=1, H2O)
• Boiling Point: 364.3°Cat760mmHg
• PKA: 12.10±0.60(Predicted)
• Flash Point: 162.8°C
• PSA: 86.99000
• Density: 1.667g/cm³
• LogP: -2.37410
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: 0.1 g/mL, clear
• Water Solubility.: soluble
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 148.03717335
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99.3% ^*data from raw suppliers

D-Ribonic acid-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(=O)O1)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@H](C(=O)O1)O)O)O
• Uses: A sugar lactone as inhibitor of β-galactosidase of E. coli. Important chiral synthon D-ribono-1,4-lactone is a compound useful in organic synthesis.

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

There total 25 articles about D-Ribono-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: 99.0%

D-ribose (10257-32-6) → D-Ribono-1,4-lactone (5336-08-3)

Guidance literature:

With rhodium hydrido (PEt₃)3 complex; 1-Phenylbut-1-en-3-one; In N,N-dimethyl-formamide; at 40 ℃; for 1.5h;

DOI:10.1016/0040-4039(94)02262-A

Reference yield: 99.0%

2,3-O-isopropylidene-D-ribonic-γ-lactone (30725-00-9) → D-Ribono-1,4-lactone (5336-08-3)

Guidance literature:

With water; at 80 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.tetlet.2007.10.038

Reference yield: 99.0%

D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → D-Ribono-1,4-lactone (5336-08-3)

Guidance literature:

D-Ribose; With bromine; sodium hydrogencarbonate; In water; acetone; at 0 ℃; for 1.83333h;

With sodium hydrogensulfite; In water; acetone; at 0 ℃;

DOI:10.1016/j.tetlet.2014.12.008

upstream raw materials:

2,3-O-isopropylidene-D-ribonic-γ-lactone

calcium D-ribonate

D-ribose

D-Ribose

Downstream raw materials:

D-ribonic acid-(3.4-dimethyl-anilide)

(2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride

3,5-di-O-benzyl-2-deoxy-L-threo-pentono-1,4-lactone

Refernces

• 1、 Choi, Hongseok,Jacobson, Kenneth A.,Yu, Jinha,Jeong, Lak Shin. "Design and synthesis of 2,6-disubstituted-4′-selenoadenosine- 5′-N,N-dimethyluronamide derivatives as human A3 adenosine receptor antagonists". . . Retrieved 2021/05/03.
• 2、 Bolshan, Yuri,Ghanty, Supriya,Regier, Jeffery. "Stereoselective Palladium-Catalyzed Arylation of Exo-Glycals with Aryl Iodides". supporting information. . Retrieved 2022/01/12.