tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate

• ChemBase ID: 140383
• Molecular Formular: C10H19NO3
• Molecular Mass: 201.26276
• Monoisotopic Mass: 201.13649347
• SMILES: CC(C)(C)OC(=O)N[C@H]1CCC[C@@H]1O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]1CCC[C@@H]1O
• InChI: InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-7-5-4-6-8(7)12/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8-/m0/s1
• InChIKey: CGZQRJSADXRRKN-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
• Synonyms: tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate; ((1S,2S)-2-Hydroxycyclopentyl)carbamic acid tert-butyl ester; tert-Butyl N-((2S,1S)-2-hydroxycyclopentyl)carbamate; (1S,2S)-trans-N-Boc-2-aminocyclopentanol; (1S,2S)-反式-N-Boc-2-氨基环戊醇

Database IDs

• CAS Number: 145106-43-0
• MDL Number: MFCD09261430; MFCD11656038
• Beilstein Number: 5810036
• PubChem SID: 162234627
• PubChem CID: 10104271

CALCULATED PROPERTIES

• Acid pKa: 14.207967
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.1464368
• LogD (pH = 7.4): 1.1464367
• Log P: 1.1464368
• Molar Refractivity: 52.5665 cm^3
• Polarizability: 20.97339 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 1.356

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50
• Safety Statements: 61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (GC); 95%; 99%
• Optical Purity: enantiomeric ratio: ≥95:5%
• Empirical Formula (Hill Notation): C10H19NO3

DETAILS

Sigma Aldrich - 671436

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Asymmetric synthesis of constrained (-)-S-adenosyl-L-homocysteine (SAH) analogs as DNA methyltransferase inhibitors via stereoselective thioesterification, thioetherification, hydrolysis, heterocyclization and amination1