Lot numbers can be found on the outside label of a product:
(R)-Methyl 2-((tert-butoxycarbonyl)amino)propanoate
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CAS No. 91103-47-8
- Cat. No. CS-W015460
- Purity≥96%
- MDL No.MFCD00191865
*For research and further manufacturing use only, not for direct human use.
Structure of 91103-47-8
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General Information
- CAS No. 91103-47-8
- Cat. No. CS-W015460
- Purity ≥96%
- MDL No. MFCD00191865
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₇NO₄
- Molecular Weight 203.24
- Synonym(s) methyl N-(tert-butoxycarbonyl)-D-alaninate
- SMILES C[C@H](C(OC)=O)NC(OC(C)(C)C)=O
Description
(R)-Methyl 2-((tert-butoxycarbonyl)amino)propanoate is a chiral building block featuring a protected (R)-α-amino acid moiety. This bench-stable derivative enables direct incorporation into peptide synthesis workflows, where the Boc group facilitates selective deprotection under mild acidic conditions. The methyl ester serves as a reactive handle for further functionalization.
Application
(R)-Methyl 2-((tert-butoxycarbonyl)amino)propanoate serves as a key chiral building block in peptide synthesis, enabling efficient formation of (R)-alanine derivatives. The Boc-protected amine offers excellent bench stability and orthogonal handling in multi-step sequences, while the methyl ester facilitates straightforward hydrolysis or coupling reactions. Its defined stereochemistry ensures high fidelity in asymmetric synthesis workflows, making it a reliable scaffold for medicinal chemistry and API development.
Synthesis
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Route1
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In-stock
3744-87-4 -
74-88-4 - ~84%
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In-stock
91103-47-8
References
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AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259860 A1, 2007 ; Location in patent: Page/Page column 34 ; US 20070259860 A1
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Route2
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In-stock
24424-99-5 -
204126-98-7
- ~93%
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In-stock
91103-47-8
References
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Merino, Pedro; Castillo, Elena; Franco, Santiago; Merchan, Francisco L.; Tejero, Tomas Journal of Organic Chemistry, 1998 , vol. 63, # 7 p. 2371 - 2374
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Route3
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In-stock
24424-99-5
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7625-53-8 - ~79%
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In-stock
91103-47-8
References
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Jansen, Michaela; Rabe, Holger; Strehle, Axelle; Dieler, Sandra; Debus, Fabian; Dannhardt, Gerd; Akabas, Myles H.; Lueddens, Hartmut Journal of Medicinal Chemistry, 2008 , vol. 51, # 15 p. 4430 - 4448
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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 64.63
- LogP 1.0726
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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