Description
tert-Butyl N-((1S,3S)-3-aminocyclopentyl)carbamate (CAS No. 645400-44-8) is a high-purity chiral intermediate with the molecular formula C10H20N2O2. This Boc-protected aminocyclopentyl derivative is widely utilized in pharmaceutical research and asymmetric synthesis. The compound features a stereochemically defined (1S,3S) configuration, making it valuable for constructing complex molecular architectures with precise spatial orientation. Supplied as a white to off-white crystalline powder, it is characterized by excellent chemical stability under standard storage conditions. With a molecular weight of 200.28 g/mol, this building block is particularly useful for peptide mimetics and small molecule drug development. Our product undergoes rigorous QC testing including HPLC, NMR, and chiral purity analysis to ensure ≥98% chemical and stereochemical purity.
Properties
- CAS Number: 645400-44-8
- Complexity: 211
- IUPAC Name: tert-butyl N-[(1S,3S)-3-aminocyclopentyl]carbamate
- InChI: InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12-8-5-4-7(11)6-8/h7-8H,4-6,11H2,1-3H3,(H,12,13)/t7-,8-/m0/s1
- InChI Key: PGBVMVTUWHCOHX-YUMQZZPRSA-N
- Exact Mass: 200.152477885
- Molecular Formula: C10H20N2O2
- Molecular Weight: 200.28
- SMILES: CC(C)(C)OC(=O)N[C@H]1CC[C@@H](C1)N
- Topological: 64.4
- Monoisotopic Mass: 200.152477885
- Synonyms: tert-butyl n-[(1s,3s)-3-aminocyclopentyl]carbamate, tert-Butyl N-((1S,3S)-3-aminocyclopentyl)carbamate, 863-264-3, 645400-44-8, tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate, Carbamic acid, [(1S,3S)-3-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI), 947732-58-3, (1S,3S)-3-Amino-1-(Boc-amino)cyclopentane, tert-Butyl (trans-3-aminocyclopentyl)carbamate, tert-Butyl N-[trans-3-aminocyclopentyl]carbamate, TERT-BUTYL (1S,3S)-3-AMINOCYCLOPENTYLCARBAMATE, tert-butyl [(1S,3S)-3-aminocyclopentyl]carbamate, MFCD11877864, tert-Butyl [trans-3-aminocyclopentyl]carbamate, CARBAMIC ACID, [(1S,3S)-3-AMINOCYCLOPENTYL]-, 1,1-DIMETHYLETHYL ESTER, SCHEMBL1013186, DTXSID00666923, PGBVMVTUWHCOHX-YUMQZZPRSA-N, AKOS022172573, CS-W006944, DS-5808, P11273, P17298, EN300-7168569, tert-butyl [(1S,35)-3-aminocyclopentyl]carbamate, tert-Butyl((1S,3S)-3-aminocyclopentyl)carbamate, (1S,3S)- tert-butyl (3-aminocyclopentyl)carbamate, trans-(3-amino-cyclopentyl)-carbamic acid tert-butyl ester, racemic trans (3-amino-cyclopentyl)-carbamic acid tert-butyl ester
Application
This chiral aminocyclopentyl derivative serves as a key intermediate in the synthesis of pharmaceutical compounds, particularly for developing protease inhibitors and GPCR-targeted therapeutics. The Boc-protected amine functionality allows for selective deprotection in multi-step synthetic routes. Its rigid cyclopentane scaffold contributes to conformational restriction in drug design, improving target binding affinity and metabolic stability. Researchers value this building block for constructing stereochemically defined pharmacophores in medicinal chemistry programs.
Safety and Hazards
GHS Hazard Statements
- H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (25%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (50%)
- Skin Irrit. 2 (75%)
- Eye Dam. 1 (25%)
- Eye Irrit. 2 (50%)
- STOT SE 3 (75%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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