(-)-Taddol

(-)-Taddol
  • CAS No.:93379-48-7
Other grades of this product :
(-)-Taddol Basic information
Product Name:(-)-Taddol
Synonyms:(4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE;(4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-DIOXOLANE;(-)-4,5-BIS[HYDROXY(DIPHENYL)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE;(R,R)-TADDOL;(R,R)-(-)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-L-THREITOL;(-)-TADDOL;TADDOL;SEEBACH REAGENT
CAS:93379-48-7
MF:C31H30O4
MW:466.58
EINECS:
Product Categories:Asymmetric Synthesis;Biochemistry;Dioxanes & Dioxolanes;Dioxolanes;O-Substituted Sugars;Sugar Alcohols;chiral;Sugars;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Chiral Oxygen;TADDOL Series
Mol File:93379-48-7.mol
(-)-Taddol Chemical Properties
Melting point 193-195 °C(lit.)
alpha -65.5 º (c=1, CHCl3)
Boiling point 489.39°C (rough estimate)
density 1.0864 (rough estimate)
refractive index -69 ° (C=1, CHCl3)
storage temp. Inert atmosphere,Room Temperature
pka12.28±0.29(Predicted)
form Powder
color white
optical activity[α]19/D 62.6°, c = 1 in chloroform
BRN 3657855
InChIKeyRNSJHECWLNVNFE-KYJUHHDHSA-N
CAS DataBase Reference93379-48-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/38-36/37/38-20/21/22
Safety Statements 24/25-36-26
WGK Germany 3
HS Code 29329970
MSDS Information
ProviderLanguage
(-)-Taddol English
SigmaAldrich English
ACROS English
(-)-Taddol Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesHydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bondingCatalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amidesReactant or reagent involved in:
  • Enantioswitching of catalytic asymmetric hydroboration
  • Synthesis of derivative ligands for asymmetric hydroformylation of alkenes
  • Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes
  • Addition of deactivated alkyl Grignard reagents to aldehydes
(-)-Taddol Preparation Products And Raw materials
Raw materialsEthyl acetate-->Methanol-->Tetrahydrofuran-->Dichloromethane-->p-Toluenesulfonic acid-->Bromobenzene-->D-Tartaric acid

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