Tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate

Name: Tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate
Brand: ChemScene
Availability: InStock
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CAS No. 1240390-36-6
Cat. No. CS-0034238
Purity≥96%
MDL No.None

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Tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate|CS-0034238

Structure of 1240390-36-6

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General Information

CAS No. 1240390-36-6
Cat. No. CS-0034238
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₀N₂O₃
Molecular Weight 216.28
Synonym(s) tert-butyl ((3R,4R)-4-aMinotetrahydro-2H-pyran-3-yl)carbaMate
SMILES O=C(OC(C)(C)C)N[C@H]1COCC[C@H]1N

Description

tert-Butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate features a stereodefined tetrahydropyran core with complementary amine and carbamate functionalities. This bench-stable derivative enables direct incorporation into complex oligosaccharide syntheses and glycosylation workflows. The protected amine facilitates selective functionalization under standard conditions, while the rigid pyran ring supports precise stereocontrol in glycomimetic and natural product assembly.

Application

tert-Butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate serves as a stereochemically defined building block for the synthesis of complex carbohydrate mimetics and bioactive heterocycles. The protected amine and hydroxyl groups enable orthogonal functionalization, while the stable tetrahydropyran core facilitates incorporation into pharmaceutical intermediates. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for iterative synthesis in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  1240390-32-2
- ~%
- In-stock
  
  1240390-36-6
References
- PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan Patent: WO2013/78468 A1, 2013 ;

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

Quality Control

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Computational Chemistry Data

TPSA 73.58
LogP 0.6273
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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Tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate

CAS No. 1240390-36-6

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