Lot numbers can be found on the outside label of a product:
tert-Butyl 3-(iodomethyl)pyrrolidine-1-carboxylate
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CAS No. 479622-36-1
- Cat. No. CS-0005403
- Purity≥95%
- MDL No.MFCD08059333
*For research and further manufacturing use only, not for direct human use.
Structure of 479622-36-1
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General Information
- CAS No. 479622-36-1
- Cat. No. CS-0005403
- Purity ≥95%
- MDL No. MFCD08059333
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₈INO₂
- Molecular Weight 311.16
- Synonym(s) 3-Iodomethylpyrrolidine-1-carboxylic acid tert-butyl ester
- SMILES O=C(OC(C)(C)C)N(CC1)CC1CI
Description
tert-Butyl 3-(iodomethyl)pyrrolidine-1-carboxylate features a reactive iodomethyl handle attached to a pyrrolidine scaffold, enabling efficient alkylations under mild conditions. The tert-butyl ester provides stable protection with facile deprotection, while the iodide moiety offers high electrophilicity for C–C and C–heteroatom bond formation in synthetic and medicinal chemistry workflows.
Application
tert-Butyl 3-(iodomethyl)pyrrolidine-1-carboxylate serves as a versatile building block for the synthesis of pyrrolidine-containing scaffolds, enabling efficient introduction of a reactive iodoalkyl handle. The iodomethyl group facilitates nucleophilic substitution reactions under mild conditions, while the tert-butyl carbamate protects the amine during multi-step sequences. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for medicinal chemistry campaigns and heterocycle functionalization.
Synthesis
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Route1
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In-stock
114214-69-6 - ~%
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In-stock
479622-36-1
References
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Bisacchi, Gregory S.; Sutton, James C.; Slusarchyk, William A.; Treuner, Uwe; Zhao, Guohua Patent: US2004/147502 A1, 2004 ; Location in patent: Page/Page column 36-37 ;
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Route2
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In-stock
5731-17-9 - ~%
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In-stock
479622-36-1
References
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Slusarchyk, William A.; Bolton, Scott A.; Hartl, Karen S.; Huang, Ming-Hsing; Jacobs, Glenn; Meng, Wei; Ogletree, Martin L.; Pi, Zulan; Schumacher, William A.; Seiler, Steven M.; Sutton, James C.; Treuner, Uwe; Zahler, Robert; Zhao, Guohua; Bisacchi, Gregory S. Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 21 p. 3235 - 3238
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Route3
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85310-69-6 - ~%
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In-stock
479622-36-1
References
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Slusarchyk, William A.; Bolton, Scott A.; Hartl, Karen S.; Huang, Ming-Hsing; Jacobs, Glenn; Meng, Wei; Ogletree, Martin L.; Pi, Zulan; Schumacher, William A.; Seiler, Steven M.; Sutton, James C.; Treuner, Uwe; Zahler, Robert; Zhao, Guohua; Bisacchi, Gregory S. Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 21 p. 3235 - 3238
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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-H319
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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 29.54
- LogP 2.6784
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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