tert-Butyl 3-bromopyrrolidine-1-carboxylate

Name: tert-Butyl 3-bromopyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 939793-16-5
Cat. No. CS-W004795
Purity≥95%
MDL No.MFCD08752478

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 3-bromopyrrolidine-1-carboxylate|CS-W004795

Structure of 939793-16-5

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General Information

CAS No. 939793-16-5
Cat. No. CS-W004795
Purity ≥95%
MDL No. MFCD08752478
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₆BrNO₂
Molecular Weight 250.13
Synonym(s) 3-Bromo-pyrrolidine-1-carboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1CCC(Br)C1

Description

tert-Butyl 3-bromopyrrolidine-1-carboxylate features a brominated pyrrolidine core with a robust tert-butyl carbamate protecting group, enabling stable incorporation into complex molecular architectures. The electrophilic bromide facilitates efficient C–C and C–N bond formation under mild conditions. This bench-stable reagent streamlines access to functionalized heterocycles in medicinal chemistry and synthetic methodology development.

Application

tert-Butyl 3-bromopyrrolidine-1-carboxylate serves as a versatile pyrrolidine building block for medicinal chemistry and process development. The bromide moiety enables efficient late-stage functionalization via palladium-catalyzed cross-coupling, while the tert-butyl carbamate group offers excellent stability and convenient deprotection under mild acidic conditions. Its compatibility with diverse reaction conditions facilitates rapid access to substituted pyrrolidines in drug discovery campaigns.

Synthesis

Route1
- 83220-73-9
- ~82%
- In-stock
  
  939793-16-5
References
- SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.P.A. Patent: WO2007/118830 A1, 2007 ; Location in patent: Page/Page column 139 ; WO 2007/118830 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H319-H410
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

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Computational Chemistry Data

TPSA 29.54
LogP 2.3907
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl 3-bromopyrrolidine-1-carboxylate

CAS No. 939793-16-5

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