tert-Butyl (1S,2S,5R)-2-(hydroxymethyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

CAS No. 2820536-71-6
Cat. No. CS-0612639
Molecule weight242.31
Purity≥98%
MDL No.None

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tert-Butyl (1S,2S,5R)-2-(hydroxymethyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate|CS-0612639

Structure of 2820536-71-6

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General Information

CAS No. 2820536-71-6
Cat. No. CS-0612639
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂N₂O₃
Molecular Weight 242.31
Synonym(s) None
SMILES O=C(N1[C@]2([H])[C@@H](CO)NC[C@@]1([H])CC2)OC(C)(C)C

Description

tert-Butyl (1S,2S,5R)-2-(hydroxymethyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate is a stereochemically defined bicyclic amine derivative featuring a hydroxymethyl group and a bench-stable tert-butyl ester. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of complex nitrogen-containing scaffolds under mild conditions.

Application

tert-Butyl (1S,2S,5R)-2-(hydroxymethyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate serves as a stereochemically defined building block for the synthesis of complex nitrogen-containing heterocycles. Its tertiary amine functionality and pendant hydroxymethyl group enable selective derivatization, while the tert-butyl ester provides bench stability and ease of purification. The molecule functions effectively in transition-metal-catalyzed couplings and reductive amination workflows, offering predictable regioselectivity in medicinal chemistry lead optimization.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 61.8
LogP 0.7186
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Drug Discovery Cancer KRAS

Key Words

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tert-Butyl (1S,2S,5R)-2-(hydroxymethyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

CAS No. 2820536-71-6

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