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

Name: (2R,3R)-2-Benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole
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CAS No. 1884457-36-6
Cat. No. CS-0092221
Purity≥97%
MDL No.MFCD32641166

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(2R,3R)-2-Benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole|CS-0092221

Structure of 1884457-36-6

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General Information

CAS No. 1884457-36-6
Cat. No. CS-0092221
Purity ≥97%
MDL No. MFCD32641166
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₉O₃P
Molecular Weight 420.48
Synonym(s) (2R,3R)-4-(2,6-Dimethoxyphenyl)-3-(1,1-dimethylethyl)-2,3-dihydro-2-(phenylmethyl)-1,3-benzoxaphosphole
SMILES COC1=CC=CC(OC)=C1C2=C([P@@](C(C)(C)C)[C@H](CC3=CC=CC=C3)O4)C4=CC=C2

Description

This chiral oxaphosphole features a rigid, electron-rich dihydrobenzo[d][1,3]oxaphosphole core with a benzyl group at C2 and a sterically hindered tert-butyl moiety at C3. The para-dimethoxyphenyl substituent enhances solubility and electronic modulation. Designed for asymmetric synthesis, this bench-stable phosphorus heterocycle integrates readily into catalytic systems requiring precise stereocontrol and moisture tolerance.

Application

(2R,3R)-2-Benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole serves as a stereochemically defined phosphole building block for the synthesis of chiral phosphine ligands and phosphorus-containing heterocycles. Its bench-stable structure enables straightforward functionalization at the phosphorus center, with tolerance to common reaction conditions and ease of purification. The tert-butyl and benzyl substituents provide steric shielding and enhanced stability, making it suitable for catalytic applications and transition-metal-mediated transformations in synthetic and medicinal chemistry 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-P280-P302+P352

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Computational Chemistry Data

TPSA 27.69
LogP 6.2377
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

Key Words

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

CAS No. 1884457-36-6

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