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tert-Butyl (2-hydrazinyl-2-oxoethyl)carbamate
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CAS No. 6926-09-6
- Cat. No. CS-W019894
- Purity≥95%
- MDL No.MFCD01570558
*For research and further manufacturing use only, not for direct human use.
Structure of 6926-09-6
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General Information
- CAS No. 6926-09-6
- Cat. No. CS-W019894
- Purity ≥95%
- MDL No. MFCD01570558
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₅N₃O₃
- Molecular Weight 189.21
- Synonym(s) [[[Hydrazino]carbonyl]methyl]carbamic acid tert-butyl ester; tert-Butyl (2-hydrazinyl-2-oxoethyl)carbamate; tert-Butyl (2-hydrazinyl-2-oxoethyl)carbamate
- SMILES O=C(NN)CNC(OC(C)(C)C)=O
Description
tert-Butyl (2-hydrazinyl-2-oxoethyl)carbamate delivers a reactive hydrazino carbonyl handle for conjugation workflows. This bench-stable reagent integrates readily into peptide and small-molecule synthesis, enabling site-specific coupling through hydrazone formation. The protected hydrazine moiety offers high functional group tolerance and predictable reactivity under standard conditions.
Application
tert-Butyl (2-hydrazinyl-2-oxoethyl)carbamate serves as a stable, bench-friendly hydrazine equivalent that facilitates the synthesis of hydrazide derivatives and heterocyclic scaffolds. It functions as a key building block in the construction of triazoles, oxadiazoles, and other nitrogen-rich frameworks via coupling reactions with carboxylic acid derivatives or activated carbonyls. Its tert-butyl carbamate group provides excellent stability and ease of removal under mild acidic conditions, enabling straightforward deprotection during downstream transformations.
Synthesis
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Route1
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In-stock
31954-27-5 - ~99%
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In-stock
6926-09-6
References
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WO2013/182274 A1, ; Page/Page column 62; 63 ;
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Route2
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In-stock
14719-37-0 - ~90%
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In-stock
6926-09-6
References
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US2004/19215 A1, ; Page 6 ;
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Route3
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1279868-41-5 - ~88%
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In-stock
6926-09-6
References
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Synthesis, , # 7 art. no. P12408SS, p. 1180 - 1184
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS07
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Signal Word : Danger
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UN#: 1325
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Class : 4.1
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Packing Group : Ⅱ
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Hazard Statements : H228-H302-H315-H319-H335
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Precautionary Statements : P210-P240-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 93.45
- LogP -0.499
- H_Acceptors 4
- H_Donors 3
- Rotatable_Bonds 2
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Key Words
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