(1R,2S,5S)-Methyl 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate hydrochloride

Name: (1R,2S,5S)-Methyl 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate hydrochloride
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CAS No. 565456-77-1
Cat. No. CS-B0867
Purity≥95%
MDL No.MFCD11865137

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(1R,2S,5S)-Methyl 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate hydrochloride|CS-B0867

Structure of 565456-77-1

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General Information

CAS No. 565456-77-1
Cat. No. CS-B0867
Purity ≥95%
MDL No. MFCD11865137
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₆ClNO₂
Molecular Weight 205.68
Synonym(s) Boceprevir Intermediate 1
SMILES COC([C@@H]1[C@]2([H])[C@@](CN1)([H])C2(C)C)=O.Cl

Description

This chiral bicyclic ester features a rigid 3-azabicyclo[3.1.0]hexane core with defined stereochemistry at the 1R,2S,5S positions, delivering predictable reactivity in asymmetric synthesis. The methyl ester group enables direct derivatization, while the hydrochloride salt enhances solubility and handling stability under standard bench conditions.

Application

This chiral bicyclic ester serves as a versatile building block for medicinal chemistry, enabling efficient access to constrained piperidine and azabicyclic scaffolds. Its stable configuration and orthogonal functional groups facilitate downstream derivatization, including reductive amination and cross-coupling reactions. The hydrochloride salt enhances solubility and handling, supporting reliable performance in multi-step synthesis 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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 0.8252
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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(1R,2S,5S)-Methyl 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate hydrochloride

CAS No. 565456-77-1

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