ChemicalBook > CAS DataBase List > (+)-Taddol

(+)-Taddol

Product Name
(+)-Taddol
CAS No.
93379-49-8
Chemical Name
(+)-Taddol
Synonyms
((4S,5S);97.0%(LC);(+)-TADDOL;(S,S)-taddol;SEEBACH REAGENT;bis(diphenylmethanol);(4S,5S)-2,2-Dimethyl-α;(+)-4,5-Bis[hydroxy(diphenyL;meso-2,3-Diphenylsuccinonitrile>(+)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TE
CBNumber
CB6152969
Molecular Formula
C31H30O4
Formula Weight
466.57
MOL File
93379-49-8.mol
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(+)-Taddol Property

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
SMILES
C(O)(C1C=CC=CC=1)(C1C=CC=CC=1)[C@H]1OC(C)(C)O[C@@H]1C(O)(C1C=CC=CC=1)C1C=CC=CC=1 |&1:14,20,r|
CAS DataBase Reference
93379-49-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
264997
Product name
(4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol
Purity
97%
Packaging
1g
Price
$94.3
Updated
2022/05/15
TCI Chemical
Product number
B2048
Product name
(+)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane
Purity
>97.0%(HPLC)
Packaging
1g
Price
$86
Updated
2025/07/31
TCI Chemical
Product number
B2048
Product name
(+)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane
Purity
>97.0%(HPLC)
Packaging
5g
Price
$236
Updated
2025/07/31
Strem Chemicals
Product number
08-1258
Product name
(4S,5S)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol, 98% (99% ee)
Packaging
1g
Price
$46
Updated
2024/03/01
TRC
Product number
T779313
Product name
(+)-TADDOL
Packaging
50mg
Price
$60
Updated
2021/12/16
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(+)-Taddol Chemical Properties,Usage,Production

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.

(+)-Taddol Preparation Products And Raw materials

Raw materials

p-Toluenesulfonic acid Bromobenzene Tetrahydrofuran Ethyl acetate Dichloromethane Methanol L(+)-Tartaric acid

Preparation Products

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View Lastest Price from (+)-Taddol manufacturers

Career Henan Chemical Co
Product
(+)-Taddol 93379-49-8
Price
US $1.00/KG
Min. Order
1KG
Purity
95%-99%
Supply Ability
100KG
Release date
2019-08-29

93379-49-8, (+)-TaddolRelated Search:

Dichlorodiphenylsilane Dimethyl phthalate 1,5-Diphenylcarbazide 1,3-Diphenyl-2-thiourea 3,4'-DIAMINODIPHENYLMETHANE Chlorodiphenylphosphine Diphenyldimethoxysilane Dimethyl sulfide Dimethyl fumarate N,N-Dimethylformamide Dimethyl ether Dimethyl sulfoxide 2,2-Dimethyl-1,3-dioxolane-4-methanol ETHANE 1,3-Dioxolane 2,5-Dimethyl-2,5-hexanediol 2,2,4-TRIMETHYL-1,3-DIOXOLANE (R)-(-)-4-PHENYL-2-BUTANOL

  • (+)-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
  • (+)-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
  • (+)-TADDOL
  • SEEBACH REAGENT
  • 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 (2S,3S)-(-)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyl-1,3-dioxolane
  • (+)-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)
  • (4S,5S)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane- 4,5-dimethanol
  • ((4S,5S)
  • -2,2-Dimethyl-1,3-dioxolane-4,5-diyl)
  • bis(diphenylmethanol)
  • (4S,5S)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane- 4,5-dimethanol,99%e.e.
  • 1,1,4,4-Tetraphenyl-2,3-O-isopropylidene-L-threitol
  • [(4S,5S)-5-[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-diphenylmethanol
  • (+)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TE
  • (4S,5S)-2,2-DIMETHYL-A,A,A'',A'',-TETRAPHENYLDIOXOLANE-4,5-DIMETHANOL
  • (+)-trans-α,α'-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenlmethanol)
  • (2,2-dimethyl)-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol
  • (4S,5S)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane, (+)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitol, (+)-trans-α,αμ-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)
  • (4S)-α,α,α',α'-Tetraphenyl-2,2-dimethyl-1,3-dioxolane-4α,5β-dimethanol
  • (4S,5S)-α,α,α',α'-Tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol
  • 2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4α,5β-dimethanol
  • α,α,α',α'-Tetraphenyl-2,2-dimethyl-1,3-dioxolane-4α,5β-bismethanol
  • 2,2-Dimethyl-1,3-dioxolane-4,5-bis(α,α-diphenylmethanol)
  • α,α'-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(α-phenylbenzyl alcohol)
  • α,α,α',α'-Tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol
  • ((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)
  • (+)-trans-alpha,alpha'-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (2S,3S)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-1,2,3,4-butanetetrol (+)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitol
  • (+)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane,97%
  • (4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol ,98%
  • (4S,5S)-2,2-Dimethyl-α,α,α',α'-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanol
  • (S,S)-taddol
  • (4S,5S)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol, 98% (99% ee)
  • 97.0%(LC)
  • (4S,5S)-2,2-Dimethyl-α
  • '-tetraphenyl-1,3-dioxolane-4,5-dimethanol, 98% (99% ee)
  • Neu5GcAc[1Me,4789Ac]α(2-6)Gal[24Bz,3Bn]-β-MP&gt
  • Methyl2,3,4,6-Tetra-O-pivaloyl-D-mannopyranoside&gt
  • Neu5Acα(2-6)Galβ(1-3)GlcNAc-β-pNP&gt
  • meso-2,3-Diphenylsuccinonitrile&gt
  • Gal[2346Ac]β(1-3)GlcNPhth[46Bzd]-β-MP&gt
  • (+)-4,5-Bis[hydroxy(diphenyL
  • 1,3-Dioxolane-4,5-dimethanol, 2,2-dimethyl-α4,α4,α5,α5-tetraphenyl-, (4S,5S)-
  • (-)-2,3-O-isopropylidene-1,1,4,4-tetra-phenyl-D-threitol
  • (4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol
  • (4S,5S)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol