Lot numbers can be found on the outside label of a product:
N-Phthaloylglycine
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CAS No. 4702-13-0
- Cat. No. CS-W015381
- Purity≥98%
- MDL No.MFCD00005900
*For research and further manufacturing use only, not for direct human use.
Structure of 4702-13-0
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General Information
- CAS No. 4702-13-0
- Cat. No. CS-W015381
- Purity ≥98%
- MDL No. MFCD00005900
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₇NO₄
- Molecular Weight 205.17
- Synonym(s) Phthaloyl glycine
- SMILES C1=CC=CC2=C1C(N(CC(O)=O)C2=O)=O
Description
N-Phthaloylglycine serves as a versatile chiral synthon in peptide coupling and heterocycle synthesis. The phthaloyl group confers enhanced stability and solubility, while the glycine backbone provides a flexible scaffold for selective functionalization. This compound integrates seamlessly into multi-step sequences requiring robust protection strategies under standard conditions.
Application
N-Phthaloylglycine serves as a robust chiral auxiliary and protected amino acid derivative, enabling stereoselective synthesis of α-amino acids and peptide building blocks. Its phthaloyl group provides excellent stability, facilitates straightforward purification via crystallization, and exhibits high functional group tolerance in standard coupling and reduction protocols. The derivative readily participates in nucleophilic substitution and reductive cleavage reactions, offering reliable access to enantiopure glycine equivalents for medicinal chemistry and process-scale applications.
Synthesis
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Route1
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85-44-9 -
56-40-6 - ~99%
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In-stock
4702-13-0
References
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Hajipour; Mallakpour; Imanzadeh Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 3 p. 250 - 251
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Route2
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In-stock
118-29-6 -
201230-82-2
- ~58%
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In-stock
4702-13-0
References
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Enzmann, Armin; Eckert, Markus; Ponikwar, Walter; Polborn, Kurt; Schneiderbauer, Stefan; Beller, Matthias; Beck, Wolfgang European Journal of Inorganic Chemistry, 2004 , # 6 p. 1330 - 1340
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Route3
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In-stock
6297-93-4 - ~97%
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In-stock
4702-13-0
References
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Li, Bryan; Berliner, Martin; Buzon, Richard; Chiu, Charles K.-F.; Colgan, Stephen T.; Kaneko, Takushi; Keene, Nandell; Kissel, William; Le, Tung; Leeman, Kyle R.; Marquez, Brian; Morris, Ronald; Newell, Lisa; Wunderwald, Silke; Witt, Michael; Weaver, John; Zhang, Zhijun; Zhang, Zhongli Journal of Organic Chemistry, 2006 , vol. 71, # 24 p. 9045 - 9050
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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-H319-H335
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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 74.68
- LogP 0.3672
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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