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Benzyl carbamate
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CAS No. 621-84-1
- Cat. No. CS-W004984
- Purity≥96%
- MDL No.MFCD00007965
*For research and further manufacturing use only, not for direct human use.
Structure of 621-84-1
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General Information
- CAS No. 621-84-1
- Cat. No. CS-W004984
- Purity ≥96%
- MDL No. MFCD00007965
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉NO₂
- Molecular Weight 151.16
- Synonym(s) Carbamic Acid Benzyl Ester
- SMILES NC(OCC1=CC=CC=C1)=O
Description
Benzyl carbamate serves as a stable, bench-friendly protecting group for primary amines in synthetic organic chemistry. This robust moiety enables selective N-alkylation and subsequent mild deprotection under hydrogenolysis conditions, facilitating efficient peptide coupling and amine functionalization workflows without interference from side reactions.
Application
Benzyl carbamate serves as a stable, bench-friendly protecting group for primary amines, enabling straightforward deprotection under mild hydrogenolysis conditions. It exhibits excellent functional group tolerance and is widely employed in peptide synthesis and medicinal chemistry workflows to prevent amine side reactions. Its compatibility with diverse reaction conditions facilitates efficient multi-step syntheses.
Synthesis
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References
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Millennium Pharmaceuticals, Inc. Patent: US2003/153556 A1, 2003 ; US 20030153556 A1
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References
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Yamaguchi, Kazuya; He, Jinling; Oishi, Takamichi; Mizuno, Noritaka Chemistry - A European Journal, 2010 , vol. 16, # 24 p. 7199 - 7207
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Route3
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100-46-9 - ~97%
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In-stock
621-84-1
References
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University of South Florida Patent: US6399808 B1, 2002 ;
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : H412
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Precautionary Statements : P273-P501
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Quality Control
Computational Chemistry Data
- TPSA 52.32
- LogP 1.2819
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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