(2S,3S)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2-ethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

Name: (2S,3S)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2-ethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole
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CAS No. 2247162-97-4
Cat. No. CS-0091110
Purity≥97%
MDL No.MFCD32641183

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(2S,3S)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2-ethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole|CS-0091110

Structure of 2247162-97-4

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Description

This chiral phosphole features a sterically shielded tert-butyl group and a 2,6-dimethoxyphenyl moiety, enhancing stability and solubility. The dihydrobenzo[d][1,3]oxaphosphole core integrates a reactive phosphorus center suitable for asymmetric synthesis. Bench-stable under standard conditions, it enables efficient coupling reactions in catalytic applications.

Application

(2S,3S)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2-ethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole serves as a sterically encumbered, bench-stable phosphole derivative that functions as a versatile building block in transition-metal-catalyzed cross-coupling reactions. Its rigid chiral scaffold and electron-rich aryl moiety enable efficient Pd-catalyzed C–C and C–heteroatom bond formations, while the tert-butyl group enhances stability and simplifies purification. This compound facilitates the construction of complex heterocyclic architectures common in medicinal chemistry and materials science.

General Information

CAS No. 2247162-97-4
Cat. No. CS-0091110
Purity ≥97%
MDL No. MFCD32641183
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₇O₃P
Molecular Weight 358.41
Synonym(s) ZJ-0143/(2S,3S)-3-(tert-butyl)-4-(2, 6-dimethoxyphenyl)-2-ethy l-2,3-dihydrobenzo[d][1,3]oxaphosphole
SMILES COC1=CC=CC(OC)=C1C2=C([P@](C(C)(C)C)[C@@H](CC)O3)C3=CC=C2

Computational Chemistry Data

TPSA 27.69
LogP 5.405
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

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-P280-P302+P352

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(2S,3S)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2-ethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

CAS No. 2247162-97-4

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