Identification | More | [Name]
(+)-Taddol | [CAS]
93379-49-8 | [Synonyms]
(+)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-D-THREITOL (2S,3S)-(+)-1,1,4,4-TETRAPHENYL-2,3-(2-PROPYLIDENEDIOXY)-BUTANE-1,4-DIOL (2S,3S)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-1,2,3,4-BUTANETETROL (2S,3S)-(+)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE (+)-4,5-BIS[HYDROXY(DIPHENYL)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE (4S,5S)-2,2-DIMETHYL-ALPHA,ALPHA,ALPHA',ALPHA'-TETRAPHENYLDIOXOLANE-4,5-DIMETHANOL (4S,5S)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-DIOXOLANE SEEBACH REAGENT (+)-TADDOL (+)-TRANS-4,5-BIS-(DIPHENYL-HYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE (+)-TRANS-ALPHA,ALPHA'-(2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIYL)BIS(DIPHENYLMETHANOL) (+)-trans-A,A-(2,2-dimethyl-1,3-dioxolane-4,5-D Bishydroxydiphenylmethyldimethyldioxolane 1,1,4,4-Tetraphenyl-2,3,0-isopropylidene-D-threitol (4S,5S)-2,2-Dimethyl-alpha,alpha,alpha',alpha'-tetraphenyldioxolane-4,5-dimethan (2,2-)Dimethy-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) 1,3-Dioxolane-4,5-dimethanol, 2,2-dimethyl-.alpha.,.alpha.,.alpha.,.alpha.-tetraphenyl-, (4S,5S)- (4s,5s)-2,2-dimethyl-α,α,α',α'-tetraphenyldioxolane-4,5-dimethanol (+)-Taddol 1,1,4,4-Tetraphenyl-2,3-O-isopropylidene-L-threitol | [Molecular Formula]
C31H30O4 | [MDL Number]
MFCD00010079 | [Molecular Weight]
466.57 | [MOL File]
93379-49-8.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
193-196 °C(lit.)
| [alpha ]
-62.6 º (c=1 in chloroform) | [Boiling point ]
633.2±50.0 °C(Predicted) | [density ]
1.200±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
12.28±0.29(Predicted) | [color ]
White to Almost white | [optical activity]
[α]19/D +67°, c = 1 in chloroform | [BRN ]
4724097 | [InChIKey]
RNSJHECWLNVNFE-LOYHVIPDSA-N | [CAS DataBase Reference]
93379-49-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29329990 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
Ligand for enantioselective Lewis-acid mediated Diels-Alder, allyltitanation of aldehydes, and Michael-Mukaiyama additions promoted by chiral Ti-complexes. | [Preparation]
Preparative Methods of (4R,5R)-2,2-Dimethyl-4,5-bis(hydroxydiphenylmethyl)-1,3-dioxolane: chiral titanates are usually prepared by mixing dichlorodiisopropoxytitanium and a
chiral 1,4-diol in toluene. Other solvents such as ether and dichloromethane can also be employed. The
alcohol exchange reaction takes place immediately at rt. Wherever necessary, liberated isopropyl alcohol is removed by azeotropic removal with toluene. The chiral 1,4-diols are prepared from dimethyl (or diethyl)
tartrate by a two-step procedure comprising acetalization followed by the addition of an aryl Grignard
reagent. | [storage]
Chiral titanates are usually prepared just before use under argon
atmosphere. Care should be taken to avoid moisture, especially when a catalytic amount of the reagent is used.
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