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CAS RN: 93379-48-7 | Product Number: B1614

(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane


Purity: >97.0%(HPLC)
Synonyms:
  • (-)-trans-α,α'-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)
  • (2R,3R)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-1,2,3,4-butanetetrol
  • (-)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-L-threitol
  • TADDOL
Product Documents:
1G
₩74,000
8   21  
5G
₩218,300
9   15  
* Please contact our distributor of SEJIN CI Co., Ltd. if you would like to purchase TCI products. The above prices do not include freight cost, customs charge and other charges to the destination. SEJIN CI Co., Ltd. (Phone: 02-2655-2480 / email:  sales@sejinci.co.kr)
* The storage conditions are subject to change without notice.

Product Number B1614
Purity / Analysis Method >97.0%(HPLC)
Molecular Formula / Molecular Weight C__3__1H__3__0O__4 = 466.58 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 93379-48-7
Reaxys Registry Number 3657855
PubChem Substance ID 87564515
MDL Number

MFCD00064467

Specifications
Appearance White to Almost white powder to crystal
Purity(HPLC) min. 97.0 area%
Optical purity(LC) min. 98.0 ee%
Melting point 194.0 to 198.0 °C
NMR confirm to structure
Properties (reference)
Melting Point 196 °C
Specific Rotation -69° (C=1,CHCl3)
GHS
Related Laws:
Transport Information:
H.S.code* 2932.99-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
Synthesis of Enantioenriched Axially Chiral Olefins via Asymmetric Wittig Reaction

Typical Procedure:
In a vial, (-)-4,5-bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane 4 g (14.0 mg, 0.030 mmol, 20 mol%) and a ketone (0.45 mmol, 3 eq.) are dissolved in toluene (0.75 mL). To the resulting solution, cooled to 0 °C, tert-butyl 2-[tris(4-methoxyphenyl)phosphoranylidene]acetate (70 mg, 0.15 mmol) is added in one portion. The vial is carefully capped, and the reaction mixture is left standing in an ice bath in a fridge (0 °C) without stirring and without precautions to exclude moisture or air. After 144 h, the product is directly obtained by chromatography on silica gel (n-hexane/Et2O 97.5 : 2.5, then 95 : 5).

References


PubMed Literature


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