Lot numbers can be found on the outside label of a product:
tert-Butyl (3S)-3-(methylamino)pyrrolidine-1-carboxylate
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CAS No. 147081-59-2
- Cat. No. CS-0028272
- Purity≥95%
- MDL No.MFCD09752962
*For research and further manufacturing use only, not for direct human use.
Structure of 147081-59-2
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General Information
- CAS No. 147081-59-2
- Cat. No. CS-0028272
- Purity ≥95%
- MDL No. MFCD09752962
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₂₀N₂O₂
- Molecular Weight 200.28
- Synonym(s) tert-Butyl-(3S)-3-(methylamino)pyrrolidine-1-carboxylate
- SMILES CC(C)(C)OC(N1C[C@@H](NC)CC1)=O
Description
tert-Butyl (3S)-3-(methylamino)pyrrolidine-1-carboxylate is a stereochemically defined, bench-stable building block featuring a chiral pyrrolidine core with a methylamino substituent. This protected amine moiety enables straightforward incorporation into complex molecular architectures, particularly in the synthesis of bioactive alkaloids and pharmaceutical intermediates. The tert-butyl ester group facilitates selective deprotection under mild acidic conditions, streamlining downstream functionalization.
Application
tert-Butyl (3S)-3-(methylamino)pyrrolidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive nitrogen-containing heterocycles. The (3S)-configured pyrrolidine core enables stereoselective transformations, while the tert-butoxycarbonyl (Boc) group provides robust protection for primary amines under standard reaction conditions. The methylamino substituent offers a handle for further functionalization via alkylation or reductive amination, and the molecule exhibits excellent bench stability, ease of purification, and compatibility with diverse coupling and cyclization protocols in medicinal chemistry workflows.
Synthesis
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Route1
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892390-43-1 - ~97%
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In-stock
147081-59-2
References
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PFIZER LIMITED Patent: WO2006/64336 A2, 2006 ; Location in patent: Page/Page column 43-44 ;
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Route2
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In-stock
127423-61-4 -
74-89-5
- ~85%
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In-stock
147081-59-2
References
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FOB SYNTHESIS; CHOI, Woo-Baeg; KIM, Deog-Il; GRUSZECKA-KOWALIK, Ewa; JOO, Hyung-Yeul; LIU, Shuangpei; MAO, Shuli; LI, Yongfeng Patent: WO2011/160020 A2, 2011 ; Location in patent: Page/Page column 71 ;
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Route3
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In-stock
24424-99-5 -
139015-32-0 - ~10%
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In-stock
147081-59-2
References
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Zhang, Mingzhu; Tamiya, Junko; Nguyen, Linh; Rowbottom, Martin W.; Dyck, Brian; Vickers, Troy D.; Grey, Jonathan; Schwarz, David A.; Heise, Christopher E.; Haelewyn, Jason; Mistry, Monica S.; Goodfellow, Val S. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2535 - 2539
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 41.57
- LogP 1.2152
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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