tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate

Name: tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1204603-42-8
Cat. No. CS-0038331
Purity≥97%
MDL No.None

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tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate|CS-0038331

Structure of 1204603-42-8

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General Information

CAS No. 1204603-42-8
Cat. No. CS-0038331
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂N₂O₃
Molecular Weight 242.32
Synonym(s) tert-butyl (7R,8aS)-7-hydroxy-octahydropyrrolo[1,2-a]piperazine-2-carboxylate
SMILES CC(C)(C)OC(=O)N1CCN2C[C@@H](C[C@H]2C1)O

Description

tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate is a stereodefined heterocyclic building block featuring a chiral hydroxyl group at the 7-position. This bench-stable intermediate integrates readily into complex molecular architectures through selective functionalization. The protected amine moiety enables sequential derivatization in synthetic pathways targeting bioactive alkaloids and pharmaceutical scaffolds.

Application

tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate serves as a stereochemically defined building block for pyrrolidine-based heterocycles. The tertiary alcohol functionality enables selective derivatization via Mitsunobu or oxidation protocols, while the tert-butyl ester supports orthogonal deprotection under mild acidic conditions. Its stability and compatibility with standard synthetic workflows facilitate efficient access to complex nitrogen-containing scaffolds relevant to medicinal chemistry campaigns.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 53.01
LogP 0.6723
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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tert-Butyl (7R,8aS)-7-hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate

CAS No. 1204603-42-8

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