(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-(diphenylmethyl)-N,3,3-trimethylbutanamide

Name: (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-(diphenylmethyl)-N,3,3-trimethylbutanamide
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CAS No. 1421052-39-2
Cat. No. CS-0093595
Purity≥97%
MDL No.None

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(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-(diphenylmethyl)-N,3,3-trimethylbutanamide|CS-0093595

Structure of 1421052-39-2

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General Information

CAS No. 1421052-39-2
Cat. No. CS-0093595
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₈N₄OS
Molecular Weight 466.68
Synonym(s) (S)-2-(3-((1R,2R)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide
SMILES S=C(N[C@@H]1CCCC[C@H]1N)N[C@H](C(N(C)C(C2=CC=CC=C2)C3=CC=CC=C3)=O)C(C)(C)C

Description

This chiral amide features a (2S)-configured backbone with a diphenylmethyl-protected amine and a sterically hindered trimethylbutanamide moiety. The pendant [(1R,2R)-2-aminocyclohexyl]aminothioxomethyl group imparts unique coordination potential, while the overall structure combines bench-stable handling with precise stereochemical control for use in asymmetric synthesis and peptide mimicry.

Application

(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-(diphenylmethyl)-N,3,3-trimethylbutanamide serves as a versatile chiral building block for medicinal chemistry campaigns, enabling the synthesis of complex peptidomimetics and heterocyclic scaffolds. Its pendant aminocyclohexyl group provides structural rigidity and stereochemical control, while the diphenylmethyl (DMP) protecting group ensures stability and ease of purification. The thioxomethyl-amino functionality facilitates downstream transformations including cyclization and metal-catalyzed coupling reactions, making it well-suited for iterative synthesis workflows in API development.

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 70.39
LogP 4.3831
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Key Words

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(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-(diphenylmethyl)-N,3,3-trimethylbutanamide

CAS No. 1421052-39-2

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