251441-73-3

Basic information

• Product Name: (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane
• Synonyms: (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane
• CAS NO: 251441-73-3
• Molecular Weight: 392.473
• Mol File: 251441-73-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane(251441-73-3)
• EPA Substance Registry System: (4S,7S)-4,7-Bis(benzyloxymethyl)-2,2-dioxo[1,3,2]dioxathiepane(251441-73-3)

Safety Data

• Hazardous Substances Data: 251441-73-3(Hazardous Substances Data)

Upstream product

• 24211-51-6 (2S,5S)-hexane-1,2,5,6-tetrol 
• 100-39-0 benzyl bromide 
• 127221-55-0 1,6-di-O-benzyl-3,4-dideoxy-D-threo-hexitol 

Downstream Products

• 321917-88-8 4-[(2R,5R)-2,5-bis(benzyloxymethyl)pyrrolidino]pyridine 
• 251459-19-5 1,2-bis[(2R,5R)-2,5-benzyloxymethylphospholanyl]ethane 

Relevant articles and documents

Production of optically active phospholanes

Phospolanes and diphospholanes of the general formula I where: is H, C1-C6-aryl, alkylaryl, SiR32, R2is alkyl or aryl, A is H, C1-C6-alkyl, aryl, Cl or B is a linker with 1-5 C a

Synthesis of chiral 2,5-bis(oxymethyl)-functionalized bis(phospholanes) and their application in Rh- and Ru-catalyzed enantioselective hydrogenations

The synthesis of a series of chiral 2,5-bis(oxymethyl)-substituted bis(phospholanes) 13a-c and 15a,b (BASPHOS) is described, representing functionalized derivatives of the prominent DuPHOS or BPE ligands. D-Mannitol was used as the starting material for these ligands. New bisphospholanes were used as ligands in the enantioselective rhodium(I)-catalyzed hydrogenation of functionalized olefins like unsaturated α- and β-amino acid derivatives, itaconates, and an unsaturated phosphonate. A relevant ruthenium(II) catalyst was used for the reduction of prochiral β-oxo esters. The enantioselectivities, ranging from 8-99% ee, were strongly dependent on the type of the substituent on the oxymethyl group as well on the bridge connecting the phospholane units. Wiley-VCH Verlag GmbH, 2001.

Synthesis of the first water-soluble chiral tetrahydroxy diphosphine Rh(I) catalyst for enantioselective hydrogenation

The synthesis of the first chiral polyhydroxy diphosphine-Rh(I) catalyst for asymmetric hydrogenation is described. Based on a simple synthetic pathway starting from D-mannitol the new metal complex is constructed. A special feature of the approach is the protection of the air-sensitive phosphinegroups by the catalytically active metal in the final synthetic steps. Therefore, tedious P-protection-deprotection procedures could be advantageously avoided. The new water-soluble catalyst hydrogenates functionalized olefins by up to 99.6% ee in water as solvent.