tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate

Name: tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate
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CAS No. 169206-65-9
Cat. No. CS-0047005
Purity≥97%
MDL No.None

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tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-0047005

Structure of 169206-65-9

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General Information

CAS No. 169206-65-9
Cat. No. CS-0047005
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₄
Molecular Weight 255.31
Synonym(s) tert-butyl4-(2-methoxy-2-oxoethylidene)pipcarboxylate
SMILES O=C(N1CC/C(CC1)=C/C(OC)=O)OC(C)(C)C

Description

tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate features a reactive enol ether moiety flanked by a piperidine scaffold, enabling direct integration into cascade cyclizations. This bench-stable, moisture-tolerant building block facilitates rapid access to complex heterocyclic architectures under mild conditions.

Application

tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to piperidine derivatives via Michael addition or reductive amination. The enone functionality facilitates conjugate addition with nucleophiles, while the tert-butoxycarbonyl (Boc) group offers robust protection and ease of removal under mild acidic conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthetic strategies in medicinal chemistry and process 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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 55.84
LogP 2.1167
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate

CAS No. 169206-65-9

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