6-Hydroxy-3-aza-bicyclo[3.2.0]heptane-3-carboxylic acid tert-butyl ester

Name: 6-Hydroxy-3-aza-bicyclo[3.2.0]heptane-3-carboxylic acid tert-butyl ester
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CAS No. 663172-78-9
Cat. No. CS-W003822
Purity≥97%
MDL No.MFCD12031304

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6-Hydroxy-3-aza-bicyclo[3.2.0]heptane-3-carboxylic acid tert-butyl ester|CS-W003822

Structure of 663172-78-9

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General Information

CAS No. 663172-78-9
Cat. No. CS-W003822
Purity ≥97%
MDL No. MFCD12031304
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) Tert-butyl 6-hydroxy-3-azabicyclo[3.2.0]heptane-3-carboxylate
SMILES OC1CC2C1CN(C(OC(C)(C)C)=O)C2

Description

This tert-butyl ester derivative features a rigid bicyclic scaffold with a strategically positioned hydroxy group and a nitrogen heteroatom, enabling selective functionalization. The ester moiety enhances solubility and stability under standard conditions, facilitating downstream transformations in synthetic routes to complex alkaloids and bioactive heterocycles.

Application

6-Hydroxy-3-aza-bicyclo[3.2.0]heptane-3-carboxylic acid tert-butyl ester serves as a versatile bicyclic scaffold for medicinal chemistry campaigns, enabling efficient access to constrained nitrogen-containing heterocycles. The tertiary alcohol and ester functionalities offer orthogonal handles for selective derivatization, while the tert-butyl ester ensures stability during storage and compatibility with standard deprotection protocols. Its rigid framework facilitates conformational control in target molecules, enhancing binding affinity and metabolic stability in drug discovery applications.

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

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Computational Chemistry Data

TPSA 49.77
LogP 1.2341
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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6-Hydroxy-3-aza-bicyclo[3.2.0]heptane-3-carboxylic acid tert-butyl ester

CAS No. 663172-78-9

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