(R,R)-Chiraphite

Name: (R,R)-Chiraphite
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 149646-83-3
Cat. No. CS-0085210
Purity≥97%
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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 149646-83-3
Cat. No. CS-0085210
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₉H₆₆O₁₀P₂
Molecular Weight 876.99
Synonym(s) Dibenzo[d,f][1,3,2]dioxaphosphepin, 6,6'-[[(1R,3R)-1,3-dimethyl-1,3-propanediyl]bis(oxy)]bis[4,8-bis(1,1-dimethylethyl)-2,10-dimethoxy-
SMILES C[C@@H](OP1OC2=C(C3=C(O1)C(C(C)(C)C)=CC(OC)=C3)C=C(OC)C=C2C(C)(C)C)C[C@H](OP4OC5=C(C6=C(O4)C(C(C)(C)C)=CC(OC)=C6)C=C(OC)C=C5C(C)(C)C)C

Description

(R,R)-Chiraphite delivers a chiral scaffold with defined stereochemistry, enabling asymmetric synthesis in catalytic transformations. This bench-stable ligand features a rigid backbone that enhances enantioselectivity and pairs effectively with transition metals for high-yielding stereoselective reactions under standard conditions.

Application

(R,R)-Chiraphite serves as a highly effective chiral auxiliary in asymmetric synthesis, enabling stereoselective enolate alkylations and aldol reactions with consistent diastereoselectivity. Its robust bench stability and straightforward removal under mild conditions facilitate efficient synthesis of complex chiral building blocks. Functions reliably in standard organic transformations, offering predictable stereocontrol for the construction of biologically relevant scaffolds.

Synthesis

Route1
- In-stock
  
  42075-32-1
- 240134-26-3
- ~42%
- In-stock
  
  149646-83-3
References
- Buisman, Godfried J. H.; Vos, Eric J.; Kamer, Paul C. J.; Leeuwen, Piet W. N. M. van Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1995 , # 3 p. 409 - 418
Route2
- In-stock
  
  14078-41-2
- ~%
- In-stock
  
  149646-83-3
References
- Buisman, Godfried J. H.; Vos, Eric J.; Kamer, Paul C. J.; Leeuwen, Piet W. N. M. van Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1995 , # 3 p. 409 - 418

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P222-P231-P501

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Computational Chemistry Data

TPSA 107.94
LogP 14.8423
H_Acceptors 10
H_Donors 0
Rotatable_Bonds 10

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(R,R)-Chiraphite

CAS No. 149646-83-3

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