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

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

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

Downstream Products

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

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

Asymmetric hydrogenation of β-keto esters

Enantiomerically pure β-hydroxy esters are prepared by a process in which β-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I ?where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3≠ H.

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 C2-symmetric analogues of 4-(pyrrolidino)pyridine: New chiral nucleophilic catalysts

The syntheses of a series of enantiomerically pure C2-symmetric 4-(pyrrolidino)pyridine (PP Y) derivatives by SNAr of 4-halo-/4-phenoxypyridines and by cyclocondensation from 4-aminopyridine are described. Preliminary results pertaining to their use as catalysts for acylative kinetic resolution of 1-phenylethanol are also presented. A single-crystal X-ray analysis of PPY If is reported. The Royal Society of Chemistry 2000.

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.