(S,S)-TADDOL-PNMe2

Name: (S,S)-TADDOL-PNMe2
Brand: ChemScene
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CAS No. 582300-09-2
Cat. No. CS-0111280
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 582300-09-2
Cat. No. CS-0111280
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₃₄NO₄P
Molecular Weight 539.60
Synonym(s) (3aS,8aS)-(2,2-Dimethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine
SMILES CC(O1)(C)O[C@H]2[C@H]1C(C3=CC=CC=C3)(C4=CC=CC=C4)OP(N(C)C)OC2(C5=CC=CC=C5)C6=CC=CC=C6

Description

(S,S)-TADDOL-PNMe₂ features a chiral bis(alkoxide) scaffold with pendant dimethylphosphine groups, enabling dual activation in asymmetric catalysis. This configuration delivers high enantioselectivity in nucleophilic additions and stabilizes transition states through cooperative Lewis acid-base interactions. The robust, bench-stable structure facilitates handling under standard conditions.

Application

(S,S)-TADDOL-PNMe₂ serves as a highly enantioselective chiral ligand in asymmetric catalysis, enabling efficient synthesis of chiral building blocks through reactions such as allylation and cycloaddition. Its robust bench stability, excellent functional group tolerance, and compatibility with diverse transition metals make it a practical choice for scalable asymmetric transformations in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.16
LogP 7.3422
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 5

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(S,S)-TADDOL-PNMe2

CAS No. 582300-09-2

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