N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide

Name: N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide
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CAS No. 167316-28-1
Cat. No. CS-0093737
Purity≥98%
MDL No.None

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N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide|CS-0093737

Structure of 167316-28-1

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General Information

CAS No. 167316-28-1
Cat. No. CS-0093737
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₅F₃N₂O₂S
Molecular Weight 344.35
Synonym(s) N-[(1S,2S)-2-aMino-1,2-diphenylethyl]-1,1,1-trifluoro-MethanesulfonaMide
SMILES N[C@H]([C@@H](NS(=O)(C(F)(F)F)=O)C1=CC=CC=C1)C2=CC=CC=C2

Description

N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide features a chiral aminoethyl scaffold flanked by two aryl groups, providing steric and electronic control. The trifluoromethanesulfonyl group imparts high stability and enhanced solubility in organic media. This compound serves as a key building block for asymmetric synthesis, enabling efficient access to enantioselective catalysts and functionalized pharmaceutical intermediates under standard bench conditions.

Application

N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its well-defined stereochemistry and robust trifluoromethanesulfonyl (triflyl) group. The sulfonamide functions as a stable, easily removable protecting group for primary amines, facilitating downstream functionalization. Its diphenyl-substituted backbone provides steric control and enhances solubility in organic media, supporting efficient purification and scalability in multi-step syntheses.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 72.19
LogP 2.8669
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Key Words

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N-[(1S,2S)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide

CAS No. 167316-28-1

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