L-enantiomer

Base Information

• Chemical Name: L-enantiomer
• CAS No.: 198965-05-8
• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.271
• Hs Code.: 2932990090
• European Community (EC) Number: 687-006-2
• DSSTox Substance ID: DTXSID80464464
• Nikkaji Number: J1.568.218C
• Wikidata: Q76417027
• Mol file: 198965-05-8.mol

Synonyms:L-enantiomer;198965-05-8;(3'aS,4R,7'aS)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran]-7'-one;1,2:4,5-BIS-O-(ISOPROPYLIDENE)-BETA-L-ERYTHRO-2,3-HEXODIULO-2,6-PYRANOSE;1,2:4,5-Bis-O-(1-methylethylidene)-beta-L-erythro-2,3-hexodiulo-2,6-pyranose;(3aS,6R,7aS)-2,2,5',5'-tetramethyl-tetrahydro-2H-spiro[[1,3]dioxolo[4,5-c]pyran-6,2'-[1,4]dioxolan]-7-one;(+)-Shi Catalyst;SCHEMBL673974;DTXSID80464464;IVWWFWFVSWOTLP-YVZVNANGSA-N;1,2:4,5-Bis-O-(isopropylidene)--L-erythro-2,3-hexodiulo-2,6-pyranose;(3aS,4'S,7aS)-2,2,2',2'-Tetramethyldihydrospiro[[1,3]dioxolo[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one;1300598-53-1

Chemical Property of L-enantiomer

Chemical Property:

• Boiling Point: 341.9±42.0 °C(Predicted)
• PSA: 63.22000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 0.58500
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 258.11033829
• Heavy Atom Count: 18
• Complexity: 390

Purity/Quality:

99% ^*data from raw suppliers

1,2:4,5-Bis-O-(1-methylethylidene)-β-L-erythro-2,3-hexodiulo-2,6-pyranose ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC2(O1)C(=O)C3C(CO2)OC(O3)(C)C)C
• Isomeric SMILES: CC1(OC[C@@]2(O1)C(=O)[C@@H]3[C@H](CO2)OC(O3)(C)C)C
• Uses: 1,2:4,5-Bis-O-(1-methylethylidene)-β-L-erythro-2,3-hexodiulo-2,6-pyranose is a catalyst in Shi epoxidation.

Technology Process of L-enantiomer

There total 7 articles about L-enantiomer 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: 88.0%

1,2:4,5-di-O-isopropylidene-β-L-fructopyranose (83602-34-0) → Shi catalyst (198965-05-8)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In chloroform; at 1.5 ℃; Reflux;

Reference yield:

C12H20O6 → Shi catalyst (198965-05-8)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; Reflux;

DOI:10.1055/s-0033-1340825

Reference yield:

β-L-fructopyranose (41612-84-4) → Shi catalyst (198965-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 32.5 g / aq. H₂SO₄ / acetone / 6 h / 0 °C

2: 87 percent / PDC; 3 Angstroem molecular sieves; AcOH / CH₂Cl₂ / 20 °C

With dipyridinium dichromate; 3 A molecular sieve; sulfuric acid; acetic acid; In dichloromethane; acetone;

DOI:10.1021/jo060335k

upstream raw materials:

1,2:4,5-di-O-isopropylidene-β-L-fructopyranose

11,2:4,6-di-O-isopropylidene-α-L-sorbofuranose

β-L-fructopyranose

1,2:4,6-di-O-isopropylidene-3-O-mesyl-α-L-sorbofuranose