Lot numbers can be found on the outside label of a product:
tert-Butyl phenylcarbamate
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CAS No. 3422-01-3
- Cat. No. CS-W010684
- Purity≥98%
- MDL No.MFCD00043723
*For research and further manufacturing use only, not for direct human use.
Structure of 3422-01-3
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General Information
- CAS No. 3422-01-3
- Cat. No. CS-W010684
- Purity ≥98%
- MDL No. MFCD00043723
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₅NO₂
- Molecular Weight 193.24
- Synonym(s) TERT-BUTYL N-PHENYLCARBAMATE
- SMILES O=C(OC(C)(C)C)NC1=CC=CC=C1
Description
tert-Butyl phenylcarbamate serves as a stable, moisture-tolerant protecting group for primary amines in organic synthesis. This bench-stable carbamate features a bulky tert-butyl moiety that enhances steric shielding and facilitates selective deprotection under mild acidic conditions. It integrates cleanly into multi-step sequences without epimerization risk.
Application
tert-Butyl phenylcarbamate serves as a stable, bench-friendly protecting group for primary amines, enabling selective N-alkylation and coupling reactions in peptide synthesis. Its orthogonal stability to standard reaction conditions facilitates efficient deprotection with mild acid, offering reliable access to free anilines. The compound functions effectively in multistep syntheses requiring controlled nitrogen protection and is compatible with diverse functional groups.
Synthesis
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Route1
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In-stock
24424-99-5 -
74497-02-2 - ~99%
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In-stock
3422-01-3
References
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Chakraborti, Asit K.; Chankeshwara, Sunay V. Organic and Biomolecular Chemistry, 2006 , vol. 4, # 14 p. 2769 - 2771
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Route2
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In-stock
495-18-1 -
75-65-0
- ~94%
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In-stock
3422-01-3
References
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Meudt, Andreas; Boehm, Claudius Patent: US2008/221357 A1, 2008 ; Location in patent: Page/Page column 2 ;
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Route3
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In-stock
24424-99-5
- ~%
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In-stock
3422-01-3
References
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Journal of the Chemical Society, Chemical Communications, , # 19 p. 1317 - 1318
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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
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Precautionary Statements : P264-P270-P330
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Quality Control
Computational Chemistry Data
- TPSA 38.33
- LogP 3.0336
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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