(S)-4-Phenyloxazolidin-2-one

Name: (S)-4-Phenyloxazolidin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 99395-88-7
Cat. No. CS-0031471
Purity≥98%
MDL No.MFCD00043396

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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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Structure of 99395-88-7

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General Information

CAS No. 99395-88-7
Cat. No. CS-0031471
Purity ≥98%
MDL No. MFCD00043396
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉NO₂
Molecular Weight 163.17
Synonym(s) (S)-(+)-4-Phenyl-2-oxazolidinone
SMILES O=C1OC[C@H](C2=CC=CC=C2)N1

Description

(S)-4-Phenyloxazolidin-2-one is a chiral oxazolidinone scaffold that serves as a robust auxiliary in asymmetric synthesis. Its rigid, electron-deficient ring system enables high diastereoselective transformations, particularly in enantioselective additions and metal-catalyzed reactions. The phenyl substituent enhances stability and modulates reactivity through π-stacking interactions. This bench-stable compound integrates seamlessly into complex molecule assembly workflows.

Synthesis

Route1
- In-stock
  
  20989-17-7
- 105-58-8
- ~87%
- In-stock
  
  99395-88-7
References
- Tian, Xiang-Yin; Han, Jian-Wei; Zhao, Qiong; Wong, Henry N. C. Organic and Biomolecular Chemistry, 2014 , vol. 12, # 22 p. 3686 - 3700
Route2
- 148766-15-8
- ~0%
- In-stock
  
  99395-88-7
- 132435-54-2
- 261768-47-2
References
- Soloshonok; Cai; Hruby Organic letters, 2000 , vol. 2, # 6 p. 747 - 750
Route3
- 124-38-9
- In-stock
  
  20989-17-7
- ~96%
- In-stock
  
  99395-88-7
References
- Dinsmore, Christopher J.; Mercer, Swati P. Organic Letters, 2004 , vol. 6, # 17 p. 2885 - 2888

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 38.33
LogP 1.4675
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Chiral compounds Chiral Auxiliaries

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Catalysis Asymmetric Synthesis Chiral Auxiliaries

Key Words

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(S)-4-Phenyloxazolidin-2-one

CAS No. 99395-88-7

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