tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate

Name: tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate
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CAS No. 1203566-77-1
Cat. No. CS-0154807
Purity≥95%
MDL No.MFCD22399082

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FedEx Limited Quantities Ground	$0.00
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tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate|CS-0154807

Structure of 1203566-77-1

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General Information

CAS No. 1203566-77-1
Cat. No. CS-0154807
Purity ≥95%
MDL No. MFCD22399082
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₈N₂O₃
Molecular Weight 202.25
Synonym(s) [(3R,4R)-4-Hydroxypyrrolidin-3-yl]carbaMic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N[C@@H]1CNC[C@H]1O

Description

tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate is a stereochemically defined pyrrolidine derivative featuring a bench-stable carbamate protecting group and a hydroxyl-bearing chiral center. This configuration enables direct incorporation into complex molecular architectures requiring precise spatial control. The compound serves as a key building block in the synthesis of bioactive heterocycles and peptidomimetics.

Application

tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and catalytic synthesis. The (3R,4R)-configured hydroxypyrrolidine moiety enables direct incorporation into bioactive scaffolds, while the tert-butoxycarbonyl (Boc) group provides stability and facilitates orthogonal deprotection. It functions effectively in standard amide coupling, reductive amination, and transition-metal-catalyzed transformations, offering reliable access to chiral nitrogen-containing heterocycles with high diastereoselectivity.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 70.59
LogP -0.1562
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate

CAS No. 1203566-77-1

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