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| | (-)-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;Sugars;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Chiral Oxygen;TADDOL Series;chiral | | 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 | | pka | 12.28±0.29(Predicted) | | form | Powder | | color | white | | optical activity | [α]19/D 62.6°, c = 1 in chloroform | | BRN | 3657855 | | InChIKey | RNSJHECWLNVNFE-KYJUHHDHSA-N | | CAS DataBase Reference | 93379-48-7(CAS DataBase Reference) |
| | (-)-Taddol Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bonding
Catalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amides
Reactant 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
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| | (-)-Taddol Preparation Products And Raw materials |
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Chlorodimethylphenylsilane
(R,R)-Taddol ligand,(R,R)-Taddol ligand
(S,S)-TADDOL LIGAND, POLYMER-SUPPORTED,(S,S)-TADDOL LIGAND, POLYMER-SUPPORTED
(-)-Taddol
(-)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRA(2-NAPHTHYL)-L-THREITOL
(R,R)-TADDOL LIGAND, POLYMER-SUPPORTED, 0.3-0.5 MMOL/G ON MERRIFIELD RESIN,(R,R)-TADDOL LIGAND, POLYMER-SUPPORTED, 0.3-0.5 MMOL/G ON MERRIFIELD RESIN
(4R,5R)-(-)-2,2-DIMETHYL-ALPHA,ALPHA,ALPHA',ALPHA'-TETRA(1-NAPHTHYL)-1,3-DIOXOLANE-4,5-DIMETHANOL
DIOXOPROMETHAZINE
(+)-Taddol,(+)-TADDOL,(+)-Taddol,(+)-TADDOL
L-THREITOL
(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE
(+)-4,5-BIS[HYDROXY(DIPHENYL)METHYL]-2-METHYL-2-PHENYL-1,3-DIOXOLANE
(R,R)-TADDOL LIGAND, POLYMER-SUPPORTED,(R,R)-TADDOL (PHENYL) POLYMER-BOUND,(R,R)-TADDOL LIGAND, POLYMER-SUPPORTED,(R,R)-TADDOL (PHENYL) POLYMER-BOUND
2,2-DIMETHYL-1,3-DIOXOLANE
DIOXOPROMETHAZINE HCL
(S,S)-TADDOL (PHENYL) POLYMER-BOUND,(S,S)-TADDOL (PHENYL) POLYMER-BOUND
(S,S)-TADDOL LIGAND, POLYMER-SUPPORTED, 0.3-0.5 MMOL/G ON MERRIFIELD RESIN,(S,S)-TADDOL LIGAND, POLYMER-SUPPORTED, 0.3-0.5 MMOL/G ON MERRIFIELD RESIN
(S,S)-Taddol ligand,(S,S)-Taddol ligand
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