Description

1,1-Dimethylethyl N-((1S,3R)-3-hydroxycyclopentyl)carbamate (CAS No. 167465-99-8) is a high-purity chiral carbamate derivative with the molecular formula C₁₀H₁₉NO₃. This compound, also known as tert-butyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate, is a valuable intermediate in organic synthesis and pharmaceutical research. Its stereospecific configuration at the (1S,3R) positions makes it particularly useful for asymmetric synthesis and the development of bioactive molecules. The presence of both a hydroxyl group and a carbamate moiety offers versatile reactivity for further functionalization. Supplied as a white to off-white crystalline solid, this product is rigorously tested for purity (typically ≥95% by HPLC) and is ideal for researchers requiring precise chiral building blocks. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 167465-99-8
• Complexity: 210
• IUPAC Name: tert-butyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate
• InChI: InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-7-4-5-8(12)6-7/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8+/m0/s1
• InChI Key: SBUKINULYZANSP-JGVFFNPUSA-N
• Exact Mass: 201.13649347
• Molecular Formula: C10H19NO3
• Molecular Weight: 201.26
• SMILES: CC(C)(C)OC(=O)N[C@H]1CC[C@H](C1)O
• Topological: 58.6
• Monoisotopic Mass: 201.13649347
• Synonyms: 1,1-Dimethylethyl N-((1S,3R)-3-hydroxycyclopentyl)carbamate, 1,1-Dimethylethyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate, 167465-99-8, tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate, TERT-BUTYL N-[(1S,3R)-3-HYDROXYCYCLOPENTYL]CARBAMATE, Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI), tert-butyl [(1s,3r)-3-hydroxycyclopentyl]carbamate, MFCD11878011, tert-Butyl((1S,3R)-3-hydroxycyclopentyl)carbamate, tert-butyl[(1S,3R)-3-hydroxycyclopentyl]carbamate, SCHEMBL1013302, SBUKINULYZANSP-JGVFFNPUSA-, DTXSID10616535, SBUKINULYZANSP-JGVFFNPUSA-N, AKOS015900686, CS-W019801, AC-31323, AS-33266, DB-351156, (1S,3R)-1-(Boc-amino)-3-hydroxycyclopentane, Cis tert-butyl (3-hydroxycyclopentyl)carbamate, EN300-3064852, cis-(3-hydroxycyclopentyl)carbamic acid tert-butyl ester, (cis-3-hydroxy-cyclopentyl)-carbamic acid tert-butyl ester, cis-(3-hydroxy-cyclopentyl)-carbamic acid tert-butyl ester, cis-(3-hydroxycyclopentyl)-carbamic acid tert-butyl ester, (1S-cis)-(3-hydroxycyclopentyl)carbamic acid 1,1-dimethylethyl ester, InChI=1/C10H19NO3/c1-10(2,3)14-9(13)11-7-4-5-8(12)6-7/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8+/m0/s1

Application

This compound serves as a key chiral intermediate in the synthesis of pharmaceuticals, particularly for the development of enzyme inhibitors and receptor modulators. Its hydroxyl and carbamate functional groups enable selective derivatization for drug discovery applications. Researchers also utilize it in asymmetric catalysis and as a precursor for complex natural product synthesis. Its stereochemical purity makes it valuable for studying structure-activity relationships in medicinal chemistry.

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