(S,S)-Taddol

HCID 9852051CAS 93379-49-8
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Basic information

Standard SMILES
CC1(C)O[C@H](C(O)(c2ccccc2)c2ccccc2)[C@@H](C(O)(c2ccccc2)c2ccccc2)O1
InChIKey
OWVIRVJQDVCGQX-NSOVKSMOSA-N
Molecular formula
C31H30O4
Average molar mass
466.6 g/mol
Monoisotopic mass
466.21440944

Names & identifiers

Preferred name
(S,S)-Taddol
IUPAC
[(4S,5S)-5-[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-diphenylmethanol
English name
(+)-Taddol
Molecular formula
C31H30O4
Molecular weight
466.57

Names & synonyms

93379-49-8(S,s)-taddolRefChem:211183(+)-Taddol((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)(+)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolaneMFCD00010079(4S,5S)-Taddol[(4S,5S)-5-[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-diphenylmethanol(4S,5S)-2,2-Dimethyl-alpha,alpha,alpha',alpha'-tetraphenyldioxolane-4,5-dimethanolC31H30O4[(4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol)
Show more names
((4S,5S)97.0%(LC)SEEBACH REAGENTbis(diphenylmethanol)(4S,5S)-2,2-Dimethyl-α(+)-4,5-Bis[hydroxy(diphenyLmeso-2,3-Diphenylsuccinonitrile>(+)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TE
(4S,5S)-2,2-Dimethyl-alpha,alpha,alpha',alpha'-tetraphenyldioxolane-4,5-dimethanol, 97%(S)-TaddolAM62783SCHEMBL4383952((4S,5S)-2,2-Dime(+)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitolDTXSID701317964(+)-45-Bis[hydroxy(diphenyl)methyl]-22-dimethyl-13-dioxolane

Database identifiers

CAS
93379-49-8
PubChem CID
9852051
DTXSID
DTXSID701317964
Nikkaji
J231.888A

Properties

Computed structural properties

XLogP
5.2
Topological polar surface area
58.9 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
35

Physicochemical properties

Melting point
193 · 193-196 °C(lit.)
alpha
-62.6 · -62.6 º (c=1 in chloroform)
Boiling point
633.2 · 633.2±50.0 °C(Predicted)
Density
1.2 · 1.200±0.06 g/cm3(Predicted)
storage temp.
Inert atmosphere,Room Temperature
form
powder to crystal

Safety & regulation

Hazard information

Regulatory Information1,3-Dioxolane-4,5-dimethanol, 2,2-dimethyl-.alpha.,.alpha.,.alpha.',.alpha.'-tetraphenyl-, (4S,5S)-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29329990
risk_code
20/21/22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications

UsesLigand for enantioselective Lewis-acid mediated Diels-Alder, allyltitanation of aldehydes, and Michael-Mukaiyama additions promoted by chiral Ti-complexes.

Preparation methods · 1 item

PreparationPreparative 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.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

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(S,S)-Taddol (HCID 9852051)｜Huagongshe