Lot numbers can be found on the outside label of a product:
tert-Butyl but-3-yn-1-ylcarbamate
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CAS No. 149990-27-2
- Cat. No. CS-W005191
- Purity≥95%
- MDL No.MFCD10698150
*For research and further manufacturing use only, not for direct human use.
Structure of 149990-27-2
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General Information
- CAS No. 149990-27-2
- Cat. No. CS-W005191
- Purity ≥95%
- MDL No. MFCD10698150
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₅NO₂
- Molecular Weight 169.22
- Synonym(s) None
- SMILES O=C(OC(C)(C)C)NCCC#C
Description
tert-Butyl but-3-yn-1-ylcarbamate features a terminal alkyne group flanked by a stable tert-butyl carbamate protecting group, enabling reliable coupling in copper-catalyzed click reactions. This robust scaffold integrates seamlessly into complex molecular architectures under standard conditions, offering high functional group tolerance and ease of deprotection.
Application
tert-Butyl but-3-yn-1-ylcarbamate serves as a robust, bench-stable building block for the synthesis of alkynyl-functionalized molecules. Its orthogonal reactivity enables selective conjugation in multistep sequences, while the tert-butyl carbamate group facilitates straightforward deprotection under mild acidic conditions. This compound functions effectively in copper-catalyzed azide-alkyne cycloaddition (CuAAC) and other transition-metal-mediated transformations, offering reliable access to functionalized heterocycles and complex scaffolds.
Synthesis
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Route1
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In-stock
24424-99-5 -
14044-63-4 - ~68%
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In-stock
149990-27-2
References
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Bioconjugate Chemistry, , vol. 24, # 9 p. 1624 - 1633
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Route2
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In-stock
6089-09-4 -
75-65-0
- ~53%
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In-stock
149990-27-2
References
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WO2007/28131 A1, ; Page/Page column 49 ; WO 2007/028131 A1
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Route3
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In-stock
24424-99-5
- ~%
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In-stock
149990-27-2
References
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US6258360 B1, ;
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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-H332-H319-H335
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Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.33
- LogP 1.5344
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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