264997
(4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol
97%
Synonym(s):
(+)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitol, (+)-trans-α,α′-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol), (4S,5S)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane
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About This Item
InChI
1S/C31H30O4/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26/h3-22,27-28,32-33H,1-2H3/t27-,28-/m0/s1
SMILES string
CC1(C)O[C@@H]([C@H](O1)C(O)(c2ccccc2)c3ccccc3)C(O)(c4ccccc4)c5ccccc5
InChI key
OWVIRVJQDVCGQX-NSOVKSMOSA-N
assay
97%
optical activity
[α]19/D +67°, c = 1 in chloroform
Application
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
TADDOL chiral auxiliaries find diverse applications in asymmetric synthesis, catalysis, and polymerization.
TADDOLs demonstrate versatility in metal-catalyzed asymmetric reactions and as Brønsted acid organocatalysts in hetero-Diels–Alder reactions.
由Seebach小组开发的手性助剂TADDOL（α,α,α,α-四芳基-1,3-二氧戊环-4,5-二甲醇）在不对称合成中具有多种应用，包括从用作化学计量手性试剂或用于路易斯酸介导的反应，到在催化加氢和立体规则复分解聚合中发挥作用。
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