Lot numbers can be found on the outside label of a product:
(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoate
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CAS No. 5068-29-1
- Cat. No. CS-0186191
- Purity≥98%
- MDL No.MFCD00237370
*For research and further manufacturing use only, not for direct human use.
Structure of 5068-29-1
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General Information
- CAS No. 5068-29-1
- Cat. No. CS-0186191
- Purity ≥98%
- MDL No. MFCD00237370
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₂H₂₇NO₅
- Molecular Weight 385.45
- Synonym(s) Z-Tyr(tbu)-ome
- SMILES CC(C)(OC1=CC=C(C[C@H](NC(OCC2=CC=CC=C2)=O)C(OC)=O)C=C1)C
Description
(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoate features a chiral center with defined (S)-stereochemistry, enabling precise incorporation into peptide synthesis. The benzyloxycarbonyl (Cbz) group provides reliable protection for amine functionalities, while the tert-butoxy-substituted phenyl moiety enhances solubility and stability under standard reaction conditions. This derivative serves as a key building block in the assembly of complex peptide architectures.
Application
(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoate serves as a valuable chiral building block in the synthesis of bioactive molecules, particularly for constructing peptidomimetics and heterocyclic scaffolds. The benzyloxycarbonyl (Cbz) group provides robust protection of the amine, enabling selective deprotection under mild hydrogenolysis conditions. The tert-butoxyphenyl moiety offers steric and electronic modulation, while the methyl ester facilitates downstream functionalization. This compound exhibits excellent bench stability, compatibility with standard coupling protocols, and ease of purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
13512-31-7 -
115-11-7 - ~89%
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In-stock
5068-29-1
References
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Bastiaans, Harold M.M.; Van der Baan, Juul L.; Ottenheijm, Harry C.J. Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 3880 - 3889
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Route2
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In-stock
1080-06-4 - ~%
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In-stock
5068-29-1
References
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Bastiaans, Harold M.M.; Van der Baan, Juul L.; Ottenheijm, Harry C.J. Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 3880 - 3889
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Route3
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60-18-4 - ~%
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In-stock
5068-29-1
References
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Bastiaans, Harold M.M.; Van der Baan, Juul L.; Ottenheijm, Harry C.J. Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 3880 - 3889
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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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 73.86
- LogP 3.8744
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 7
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Key Words
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