229962-59-8

Basic information

• Product Name: 1,2,3-Cyclopentanetriol,4-amino-5-methyl-,(1R,2R,3R,4S,5R)-(9CI)
• Synonyms: 1,2,3-Cyclopentanetriol,4-amino-5-methyl-,(1R,2R,3R,4S,5R)-(9CI)
• CAS NO: 229962-59-8
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.17
• Product Categories: AMINEPRIMARY
• Mol File: 229962-59-8.mol

Chemical Properties

• Boiling Point: 254.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.372±0.06 g/cm3(Predicted)
• PKA: 14.01±0.70(Predicted)
• CAS DataBase Reference: 1,2,3-Cyclopentanetriol,4-amino-5-methyl-,(1R,2R,3R,4S,5R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Cyclopentanetriol,4-amino-5-methyl-,(1R,2R,3R,4S,5R)-(9CI)(229962-59-8)
• EPA Substance Registry System: 1,2,3-Cyclopentanetriol,4-amino-5-methyl-,(1R,2R,3R,4S,5R)-(9CI)(229962-59-8)

Safety Data

• Hazardous Substances Data: 229962-59-8(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 6 carbon (C), 13 hydrogen (H), 1 nitrogen (N), and 3 oxygen (O) atoms.
2. Cyclopentane Derivative

Explanation

The compound is derived from cyclopentane, a five-membered ring of carbon atoms, which serves as the core structure of the molecule.
3. Hydroxyl Group

Explanation

The compound contains one or more hydroxyl (-OH) groups, which are functional groups consisting of an oxygen atom bonded to a hydrogen atom.
4. Amino Group

Explanation

The compound also contains an amino (-NH2) group, which is a functional group consisting of a nitrogen atom bonded to two hydrogen atoms.
5. Stereoisomer

Explanation

The compound is a stereoisomer, meaning it has the same molecular formula as other compounds but differs in the spatial arrangement of its atoms.

Explanation

The stereochemistry of the compound is described by the (1R,2R,3R,4S,5R) configuration, which specifies the arrangement of atoms in the molecule.
7. Pharmaceutical Applications

Explanation

The compound is used in various pharmaceutical applications, such as a building block for organic synthesis and as a potential pharmaceutical intermediate.
8. Chemical Applications
9. Chirality

Explanation

The compound is chiral, meaning it has non-superimposable mirror images (enantiomers). The specific configuration (1R,2R,3R,4S,5R) indicates the arrangement of the chiral centers in the molecule.
10. Solubility

Explanation

The solubility of the compound may vary depending on the solvent used, but it is generally soluble in polar solvents like water and methanol due to the presence of hydroxyl and amino groups.

Configuration

(1R,2R,3R,4S,5R)

Upstream product

• 104010-72-2 (3aS,6aS)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 
• 229962-61-2 (1aS,1bS,4aS,5aS)-tetrahydro-3,3-dimethyl-5H-oxireno[3,4]cyclopenta[1,2-d][1,3]dioxol-5-one 
• 229962-66-7 [(3aS,4R,5S,6R,6aR)-tetrahydro-4-hydroxy-2,2,6-trimethyl-4H-cyclopenta-1,3-dioxol-5-yl]carbamic acid tert-butyl ester 
• 229962-63-4 (3aS,4R,5S,6aR)-5-amino-tetrahydro-2,2-dimethyl-6-methylidene-4H-cyclopenta-1,3-dioxol-4-ol 
• 229962-62-3 (1aS,1bR,4aR,5aR)-tetrahydro-3,3-dimethyl-5-methylidene-5H-oxireno[3,4]cyclopenta[1,2-d][1,3]dioxol 
• 229962-65-6 (3aS,4R,5S,6R,6aR)-5-{[(tert-butoxy)carbonyl]amino}tetrahydro-2,2,6-trimethyl-4H-cyclopenta-1,3-dioxol-4-ol 
• 229962-64-5 (3aS,4R,5S,6aR)-5-{[(tert-butoxy)carbonyl]amino}-tetrahydro-2,2-dimethyl-6-methylidene-4H-cyclopenta-1,3-dioxol-4-ol 

Relevant articles and documents

A selective α-L-fucosidase inhibitor based on an aminocyclopentane framework

(1R,2R,3R,4S,5R)-4-amino-5-methylcyclopentane-1,2,3-triol (1) was prepared stereoselectively from D-ribose (Scheme). Aminocyclopentanetriol 1, which by its design may be considered an analog of the fucosyl cation, inhibits α-L-fucosidase selectively (K(i)