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(2R,3R)-3-(Tert-butyl)-4-(2,6-dimethoxyphenyl)-2-methyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

  • CAS No. 1477517-18-2

  • Cat. No. CS-0034986
  • Purity≥97%
  • MDL No.MFCD31630763

*For research and further manufacturing use only, not for direct human use.

(2R,3R)-3-(Tert-butyl)-4-(2,6-dimethoxyphenyl)-2-methyl-2,3-dihydrobenzo[d][1,3]oxaphosphole|CS-0034986

Structure of 1477517-18-2

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General Information

  • CAS No. 1477517-18-2
  • Cat. No. CS-0034986
  • Purity ≥97%
  • MDL No. MFCD31630763
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₅O₃P
  • Molecular Weight None
  • Synonym(s) None
  • SMILES COC(C=CC=C1OC)=C1C2=C([P@@](C(C)(C)C)[C@H](C)O3)C3=CC=C2

Description

This chiral phosphole features a sterically shielded tert-butyl group and a 2,6-dimethoxyphenyl moiety, enhancing stability and solubility. The rigid dihydrobenzo[d][1,3]oxaphosphole core delivers high configurational integrity, enabling reliable asymmetric synthesis. This bench-stable compound integrates seamlessly into catalytic systems requiring controlled phosphorus stereochemistry.

Application

(2R,3R)-3-(Tert-butyl)-4-(2,6-dimethoxyphenyl)-2-methyl-2,3-dihydrobenzo[d][1,3]oxaphosphole serves as a stereodefined phosphorus-containing building block for the synthesis of chiral phosphine ligands and phosphoramidite reagents. Its bench-stable oxaphosphole core exhibits predictable reactivity in P–C bond formation, tolerates common functional groups, and facilitates efficient access to catalytically active complexes used in asymmetric transition-metal catalysis.

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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Computational Chemistry Data

  • TPSA   27.69
  • LogP   5.0149
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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