Description

tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate (CAS: 147081-44-5) is a high-purity chiral building block widely used in pharmaceutical research and organic synthesis. This Boc-protected aminopyrrolidine derivative features a stereogenic center at the 3-position, making it invaluable for asymmetric synthesis and medicinal chemistry applications. With a molecular formula of C₉H₁₈N₂O₂, it serves as a versatile intermediate for constructing complex molecules, particularly in the development of bioactive compounds and APIs. The tert-butoxycarbonyl (Boc) group ensures excellent stability during synthetic transformations while allowing deprotection under mild acidic conditions. Offered in ≥95% purity (by HPLC), this compound is rigorously tested to meet the stringent requirements of research and industrial laboratories. Proper storage at 2-8°C in a tightly sealed container is recommended to maintain optimal stability.

Properties

• CAS Number: 147081-44-5
• Complexity: 198
• IUPAC Name: tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate
• InChI: InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6,10H2,1-3H3/t7-/m0/s1
• InChI Key: CMIBWIAICVBURI-ZETCQYMHSA-N
• Exact Mass: 186.136827821
• Molecular Formula: C9H18N2O2
• Molecular Weight: 186.25
• SMILES: CC(C)(C)OC(=O)N1CC[C@@H](C1)N
• Topological: 55.6
• Monoisotopic Mass: 186.136827821
• Synonyms: 147081-44-5, tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate, DTXSID00357546, DTXCID90308603, 627-302-0, (s)-1-boc-3-aminopyrrolidine, (S)-(-)-1-Boc-3-aminopyrrolidine, (S)-3-Amino-1-N-BOC-pyrrolidine, (S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine, (s)-tert-butyl 3-aminopyrrolidine-1-carboxylate, (3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine, MFCD03419271, (3S)-(-)-3-Amino-1-Boc-pyrrolidine, (s)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester, (s)-(-)-n-boc-3-aminopyrrolidine, tert-butyl (3S)-3-aminopyrrolidinecarboxylate, tert-butyl (S)-3-aminopyrrolidine-1-carboxylate, 1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-, 1,1-DIMETHYLETHYL ESTER, (3S)-, (S)-1-(tert-Butoxycarbonyl)-3-aminopyrrolidine, SCHEMBL322172, SCHEMBL655112, (3S)-(-)-1-(tert-Butoxycarbonyl)-3-aminopyrrolidine, (3S)-1-Boc-3-aminopyrrolidine, CMIBWIAICVBURI-ZETCQYMHSA-N, (S)-1-N-Boc 3-amino pyrrolidine, CS-D0665, AKOS015836459, (3S)-(-)-1-Boc-3-aminopyrrolidine, (S)-(-)-1-boc-3-amino pyrrolidine, AC-1960, AC-2230, FB45338, PS-5202, N1-BOC-(3S)-(-)-3 aminopyrrolidine, BP-21182, HY-40098, DB-031017, (3S)-3-amino-1-t-butoxycarbonylpyrrolidine, (S)-(-)-1-Boc-3-aminopyrrolidine, 95%, B2921, ST50825256, (s)-3-amino-1-tert-butoxycarbonylpyrrolidine, (S)-t-butyl 3-aminopyrrolidine-1-carboxylate, EN300-89564, (S)-tert-butyl3-aminopyrrolidine-1-carboxylate, A66008, (3S)-3-amino-1(tert-butoxycarbonyl)pyrrolidine, (5)-tert-butyl 3-aminopyrrolidine-1-carboxylate, (S)-3-amino-1-(tert-butoxycarbonyl)pyrrolidine, (S)-3-amino-1-tertiary butoxycarbonylpyrrolidine, (S)-N-(tert-butoxycarbonyl)-3-aminopyrrolidine, (s)-tert-butyl-3-aminopyrrolidine-1-carboxylate, tert-butyl 3-(S)-aminopyrrolidine-1-carboxylate, tert-butyl(3s)-3-aminopyrrolidine-1-carboxylate, tertbutyl (3s)-3-aminopyrrolidine-1-carboxylate, (3S)-(-)-1-(t-Butoxycarbonyl)-3-aminopyrrolidine, (3S)-3-AMINOPYRROLIDINE, N1-BOC PROTECTED, (3S)-(-)-3-Amino-1-(tert-butoxycarbonyl)pyrrolidine, (3S)-3-AMINO-1-(TERT-BUTOXYCARBONYL)PYRROLIDINE, 1,1-dimethylethyl (3S)-3-amino-1-pyrrolidinecarboxylate, 3(S)-aminopyrrolidine-1-carboxylic acid tert-butyl ester, (S)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester, (S)-3-aminopyrrolidine-1-carboxylic acid-tert-butyl ester, 1,1-dimethylethyl (3S)-3-amino-pyrrolidine-1-carboxylate, 1,1-dimethylethyl (3S)-3-aminopyrrolidine -1-carboxylate, 1,1-Dimethylethyl (3S)-3-aminopyrrolidine-1-carboxylate, (S)-(-)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester

This compound is extensively employed as a chiral synthon in the asymmetric synthesis of pharmaceutical intermediates, particularly for protease inhibitors and other bioactive molecules. Its applications include serving as a key building block in peptidomimetic drug design and as a precursor for novel heterocyclic compounds. The Boc-protected amino group enables selective functionalization while maintaining stereochemical integrity during multi-step syntheses. Researchers value this reagent for its compatibility with diverse reaction conditions in medicinal chemistry workflows.

Safety and Hazards

GHS Hazard Statements

• H301 (86%): Toxic if swallowed [Danger Acute toxicity, oral]
• H318 (88%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P316, P305+P354+P338, P317, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (86%)
• Eye Dam. 1 (88%)

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