(R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate

Name: (R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate
Brand: ChemScene
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CAS No. 392338-15-7
Cat. No. CS-W003610
Purity≥95%
MDL No.MFCD09263387

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(R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate|CS-W003610

Structure of 392338-15-7

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General Information

CAS No. 392338-15-7
Cat. No. CS-W003610
Purity ≥95%
MDL No. MFCD09263387
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₀N₂O₂
Molecular Weight 200.28
Synonym(s) METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
SMILES O=C(N([C@H]1CNCC1)C)OC(C)(C)C

Description

(R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate is a chiral building block featuring a stereodefined pyrrolidin-3-yl moiety and a bench-stable carbamate handle. This configuration enables selective coupling in asymmetric synthesis, particularly in the construction of nitrogen-containing heterocycles and bioactive scaffolds. The tert-butyl group provides protection under standard conditions, while the methyl substitution enhances solubility and modulates reactivity.

Application

(R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate serves as a stereochemically defined, bench-stable building block for the synthesis of bioactive nitrogen-containing scaffolds. Its pyrrolidin-3-ylcarbamate moiety enables direct incorporation into peptidomimetics and heterocyclic drug candidates via standard coupling and cyclization protocols. The tert-butyl and methyl groups provide orthogonal protection, facilitating selective deprotection during multi-step synthesis. Functions reliably in diverse reaction environments with high functional group tolerance.

Synthesis

Route1
- 638217-49-9
- ~60%
- In-stock
  
  392338-15-7
References
- Pfizer Limited Patent: US2007/185075 A1, 2007 ; Location in patent: Page/Page column 23-24 ; US 20070185075 A1
Route2
- 762286-32-8
- ~99%
- In-stock
  
  392338-15-7
References
- PALAU PHARMA, S. A. Patent: WO2009/77608 A1, 2009 ; Location in patent: Page/Page column 101-102 ; WO 2009/077608 A1
Route3
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  392338-15-7
References
- PALAU PHARMA, S.A.; CARCELLER GONZALEZ, Elena; VIRGILI BERNADO, Marina; SOLIVA SOLIVA, Robert; FERRER COSTA, Carles Patent: WO2011/76878 A1, 2011 ; WO 2011/076878 A1

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 41.57
LogP 1.2152
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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(R)-tert-Butyl methyl(pyrrolidin-3-yl)carbamate

CAS No. 392338-15-7

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