L-Arabinono-1,4-lactone

Base Information

• Chemical Name: L-Arabinono-1,4-lactone
• CAS No.: 51532-86-6
• Molecular Formula: C5H8 O5
• Molecular Weight: 148.116
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID401313501
• Nikkaji Number: J1.782.210A
• Wikidata: Q27102209
• Metabolomics Workbench ID: 50771
• Mol file: 51532-86-6.mol

Synonyms:L-arabino-1,4-lactone

Chemical Property of L-Arabinono-1,4-lactone

Chemical Property:

• Vapor Pressure: 8.77E-07mmHg at 25°C
• Boiling Point: 364.3°Cat760mmHg
• Flash Point: 162.8°C
• PSA: 86.99000
• Density: 1.667g/cm³
• LogP: -2.37410
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• 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:

L-Arabonic acid-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

Technology Process of L-Arabinono-1,4-lactone

There total 10 articles about L-Arabinono-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:

calcium D-ribonate (5346-83-8,7546-24-9,18905-33-4,22373-09-7,56512-56-2,62102-50-5,72656-08-7,74440-84-9,76386-31-7,123249-13-8,123277-10-1,133480-82-7,133480-83-8) → (4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-dihydro-furan-2-one (2782-09-4,3327-63-7,5336-08-3,13280-76-7,15384-34-6,15384-37-9,17676-01-6,18423-66-0,51532-86-6,68035-75-6,104196-15-8,133908-85-7) + D-Ribono-1,4-lactone (5336-08-3)

Guidance literature:

With sulfuric acid; In water; Yield given;

DOI:10.1016/0008-6215(91)80010-K

Reference yield:

Adonitol (488-81-3) → ribonolactone (2782-09-4,3327-63-7,5336-08-3,13280-76-7,15384-34-6,15384-37-9,17676-01-6,18423-66-0,51532-86-6,68035-75-6,104196-15-8,133908-85-7) + DL-arabinonic acid-4-lactone (2782-09-4,3327-63-7,5336-08-3,13280-76-7,15384-34-6,15384-37-9,17676-01-6,18423-66-0,51532-86-6,68035-75-6,104196-15-8,133908-85-7)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1998-1705

Reference yield:

Adonitol (488-81-3) → ribonolactone (2782-09-4,3327-63-7,5336-08-3,13280-76-7,15384-34-6,15384-37-9,17676-01-6,18423-66-0,51532-86-6,68035-75-6,104196-15-8,133908-85-7) + DL-arabinonic acid-4-lactone (2782-09-4,3327-63-7,5336-08-3,13280-76-7,15384-34-6,15384-37-9,17676-01-6,18423-66-0,51532-86-6,68035-75-6,104196-15-8,133908-85-7)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1998-1705

upstream raw materials:

L-(-)-arabitol

Adonitol

calcium D-ribonate

Downstream raw materials:

3,4-O-benzylidene-D-ribonic-δ-lactone

L-ribonic acid

(2R,3R,4S)-2,3-dihydroxy-5-trityloxy-4-pentanolide

2-O-benzoyl-5-O-tert-butyldiphenylsilyl-L-glycero-pent-2-enono-1,4-lactone

Refernces

• 1、 Fleming, Ian,Ghosh, Sunil K.. "Stereocontrol in organic synthesis using silicon-containing compounds. Syntheses of (±)-2-deoxyribonolactone and (±)-arabonolactone". . p. 2711 - 2720. Retrieved 2007/10/03.
• 2、 Gan, Li-Xian,Seib, Paul A.. "Synthesis of D-erythroascorbic acid from D-glucose". . p. 117 - 126. Retrieved 2007/10/02.