Lot numbers can be found on the outside label of a product:
(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
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CAS No. 254881-77-1
- Cat. No. CS-W023214
- Purity≥96%
- MDL No.MFCD08704545
*For research and further manufacturing use only, not for direct human use.
Structure of 254881-77-1
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General Information
- CAS No. 254881-77-1
- Cat. No. CS-W023214
- Purity ≥96%
- MDL No. MFCD08704545
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₂₀N₂O₄
- Molecular Weight 244.29
- Synonym(s) Methyl (2R,4S)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected, trans-4-Amino-D-proline methyl ester, N1-BOC protected, (2R,4S)-4-amino-1-(tert-butoxycarbonyl)-2-(methoxycarbonyl)pyrrolidine
- SMILES O=C(N1[C@@H](C(OC)=O)C[C@H](N)C1)OC(C)(C)C
Description
This chiral pyrrolidine derivative features a tert-butyl-protected amine and methyl-substituted backbone, enabling direct incorporation into asymmetric synthesis workflows. The (2R,4S) stereochemistry ensures predictable diastereoselectivity in cyclization and coupling reactions, while the bench-stable, moisture-tolerant structure simplifies handling under standard conditions.
Application
(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and peptide mimetics. The protected amine and dicarboxylate groups enable selective derivatization and orthogonal functionalization. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of complex heterocyclic scaffolds and bioactive molecules.
Synthesis
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Route1
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In-stock
24424-99-5 - ~%
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In-stock
254881-77-1
References
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Journal of Medicinal Chemistry, , vol. 43, # 26 p. 4948 - 4963
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Route2
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148017-26-9 - ~%
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In-stock
254881-77-1
References
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Journal of Medicinal Chemistry, , vol. 43, # 26 p. 4948 - 4963
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Route3
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135042-09-0 - ~%
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In-stock
254881-77-1
References
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Tetrahedron, , vol. 52, # 47 p. 15017 - 15030
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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-P501
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Quality Control
Computational Chemistry Data
- TPSA 81.86
- LogP 0.4961
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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