tert-Butyl (S)-2-cyanomorpholine-4-carboxylate

Name: tert-Butyl (S)-2-cyanomorpholine-4-carboxylate
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CAS No. 1257856-31-7
Cat. No. CS-0079195
Purity≥97%
MDL No.MFCD16659643

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tert-Butyl (S)-2-cyanomorpholine-4-carboxylate|CS-0079195

Structure of 1257856-31-7

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General Information

CAS No. 1257856-31-7
Cat. No. CS-0079195
Purity ≥97%
MDL No. MFCD16659643
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆N₂O₃
Molecular Weight 212.25
Synonym(s) (S)-N-Boc-2-cyanomorpholine
SMILES O=C(N1C[C@@H](C#N)OCC1)OC(C)(C)C

Description

tert-Butyl (S)-2-cyanomorpholine-4-carboxylate features a chiral morpholine core with a cyano group at the 2-position and a tert-butyl ester at the 4-position. This configuration enables direct incorporation into asymmetric synthesis workflows, where the electron-deficient cyano moiety facilitates nucleophilic addition and the bench-stable ester supports controlled deprotection under mild conditions.

Application

tert-Butyl (S)-2-cyanomorpholine-4-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive heterocycles, enabling efficient access to morpholine-based scaffolds via cyanide hydrolysis or nucleophilic addition. Its tert-butyl ester group offers bench stability and facile removal under mild acidic conditions, while the (S)-configuration ensures enantioselective downstream transformations. Functions effectively in coupling reactions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and CNS therapeutics.

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
Precautionary Statements : P261-P280-P304+P340

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Computational Chemistry Data

TPSA 62.56
LogP 1.14588
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Key Words

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tert-Butyl (S)-2-cyanomorpholine-4-carboxylate

CAS No. 1257856-31-7

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