93222-42-5

Basic information

• Product Name: (S,S)-taddol
• CAS NO: 93222-42-5
• Molecular Weight: 466.577
• Mol File: 93222-42-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S,S)-taddol(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-taddol(93222-42-5)
• EPA Substance Registry System: (S,S)-taddol(93222-42-5)

Safety Data

• Hazardous Substances Data: 93222-42-5(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 73346-73-3 (4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 37031-29-1 (+)-dimethyl-2,3-O-isopropylidene-D-tartrate 
• 90613-41-5 2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic acid,dimethyl ester 

Downstream Products

• 121471-25-8 [(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 1,4-dimethyl-1H-pyridin-2-one 
• 121463-34-1 [(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 4-methoxy-1-methyl-1H-pyridin-2-one 
• 117780-13-9 [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 4a-ethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 117859-41-3 [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 117780-11-7 [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 1,4,5,6,7,7a-hexahydro-inden-2-one 
• 121463-31-8 [(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 1-methyl-1H-pyridin-2-one 
• 299917-90-1 (3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine 
• 1598430-66-0 C₅₅H₄₆O₆P₂ 
• 1400793-24-9 (4S,5S)-5-[(chloro)(diphenyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanol 
• 1400792-93-9 (4S,5S)-5-[(methoxy)(diphenyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanethiol 

Relevant articles and documents

Chiral Aluminum Complex Controls Enantioselective Nickel-Catalyzed Synthesis of Indenes: C?CN Bond Activation

A chiral aluminum complex controlled, enantioselective nickel-catalyzed domino reaction of aryl nitriles and alkynes proceeding by C?CN bond activation was developed. The reaction provides various indenes, bearing chiral all-carbon quaternary centers, under mild reaction conditions in yields of 32 to 91 percent and ee values within the 73–98 percent range. The reaction mechanism and aspects of stereocontrol were investigated by DFT calculations.

Ni-Al Bimetallic Catalyzed Enantioselective Cycloaddition of Cyclopropyl Carboxamide with Alkyne

A Ni-Al bimetallic catalyzed enantioselective cycloaddition reaction of cyclopropyl carboxamides with alkynes has been developed. A series of cyclopentenyl carboxamides were obtained in up to 99% yield and 94% ee. The bifunctional-ligand-enabled bimetallic catalysis proved to be an efficient strategy for the C-C bond cleavage of unreactive cyclopropanes.

Exploring the Inclusion Properties of New Clathrate Hosts Derived from Tartaric Acid. X-Ray Structural Characterization of the Free Ligands and their Selective Interaction Modes with Alkylamine Guests

A new host 4,5-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane (1) was found to form very selectively crystalline complexes with simple alkylamines.Crystals of the three different stereochemical species of this host, optically resolved (1a), racemic (1b), and meso (1c), as well as of the inclusion complexes formed by (1a) and (1b) with PrnNH2, Prn2NH, and Prn3N have been studied by X-ray diffraction.The clathrate inclusion behaviour of (1) is related to structure, and patterns of molecular recognition between this host and the amine guests are characterized.The three different hosts (1a), (1b), and (1c) contain an intramolecular hydrogen bond and are rather rigid; they dimerize in the solid by hydrogen bonding through their hydroxy groups, forming eight-membered (OH)4 rings.Circular motifs of 2:1 (which involve ten-membered rings of H-bonded -OH and -NH moieties) and 2:2 (involving 12-membered circles) co-ordination between host and guest have also been observed in the inclusion complexes of (1a) with Prn2NH and of (1b) with PrnNH2, respectively.Crystals of the other inclusion complexes between (1a) and the primary and tertiary amines, and between (1b) and the secondary and tertiary amines are characterized by localized 1:1 co-ordintion between the complexing partners.It appears that preferential co-ordination of a given host with an amine guest is associated mainly with the formation of larger clusters of H-bonded molecules.The host-guest binding patterns are discussed in detail, in relation to tnose found in related systems of co-ordinatin-assisted clathrates.