1110772-05-8

Basic information

• Product Name: (1R,3S)-3-Aminocyclopentanol
• Synonyms: (1R,3S)-3-Aminocyclopentanol;Cyclopentanol, 3-aMino-, (1R,3S)-;(1R,3S)-3-aMinocyclopentan-1-ol hydrochloride;(1R,3S)-3-Amino-cyclohexanol hydrochloride;(1R,3S)-3-Aminocyclopentanol(WX600234)
• CAS NO: 1110772-05-8
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101
• Product Categories: organic building block
• Mol File: 1110772-05-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 179℃
• Flash Point: 62℃
• Appearance: /
• Density: 1.084
• Storage Temp.: 2-8°C(protect from light)
• PKA: 15.06±0.40(Predicted)
• CAS DataBase Reference: (1R,3S)-3-Aminocyclopentanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S)-3-Aminocyclopentanol(1110772-05-8)
• EPA Substance Registry System: (1R,3S)-3-Aminocyclopentanol(1110772-05-8)

Safety Data

• Hazardous Substances Data: 1110772-05-8(Hazardous Substances Data)

Usage

Description

(1R,3S)-3-Aminocyclopentanol is a chiral organic compound with the molecular formula C6H13NO. It features a cyclopentane ring with an amino group attached to the 3rd carbon and a hydroxyl group attached to the 1st carbon. The stereochemistry of this compound is defined by the R and S configurations at the 1st and 3rd carbons, respectively. (1R,3S)-3-Aminocyclopentanol is known for its potential applications in the pharmaceutical industry, particularly as an intermediate in the synthesis of antiviral agents.

Uses

Used in Pharmaceutical Industry:
(1R,3S)-3-Aminocyclopentanol is used as a key intermediate in the synthesis of Bictegravir (1611493-60-7), a potent antiviral agent. Bictegravir is a component of a fixed-dose combination medication for the treatment of human immunodeficiency virus (HIV) infection. It works by inhibiting the activity of integrase, an enzyme essential for the replication of the virus.
Additionally, (1R,3S)-3-Aminocyclopentanol may have potential applications in the development of other antiviral agents, given its unique structure and functional groups. Its chiral nature and specific stereochemistry could be exploited to design new drugs with improved efficacy and selectivity against viral targets.

Upstream product

• 160167-65-7 cis-3(S)-(N-D-Alanylamino)cyclopentan-1(R)-ol 
• 542-92-7 cyclopenta-1,3-diene 
• 126924-22-9 (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene 
• 167298-58-0 (±)-cis-3-aminocyclopentanol 
• 121129-35-9 2-Mandeloyl-3,6-dihydro-3,6-methano-2H-1,2-oxazine 
• 121129-38-2 2-(tert-Butylglycoloyl)-3,6-dihydro-3,6-methano-2H-1,2-oxazine 

Downstream Products

• 1303605-80-2 MI-519-51 
• 1443749-22-1 (2'S,3R,4'S,5'R)-6-chloro-4′-(3-chloro-2-fluorophenyl)-N-((1S,3R)-3-hydroxycyclopentyl)-2'-neopentyl-2-oxospiro-[indoline-3,3'-pyrrolidine]-5'-carboxamide 
• 1443749-28-7 C₄₂H₄₄Cl₂FN₃O₄ 
• 1616342-45-0 (2R,5S,13aR)-8-methoxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxylic acid 
• 167465-99-8 (1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester 
• 1279032-31-3 (1R,3S)-3-amino-1-cyclopentanol hydrochloride 

Relevant articles and documents

Preparation method of (1R,3S)-3-aminocyclopentanol and intermediate thereof

The invention discloses a preparation method of (1R,3S)-3-aminocyclopentanol and an intermediate thereof. The invention provides a preparation method of a compound as shown in a formula I'-1. The preparation method comprises a step: re-crystallizing a mixture of compounds as shown in the formula I'-1 and the formula I'-2 in a solvent, wherein the solvent is a mixed solvent of a poor solvent and agood solvent, the poor solvent is a ketone solvent and methanol, and the good solvent is water. The preparation method is high in reaction yield, and a single-configuration product with high optical purity can be obtained.

Preparation of optically-pure cyclic amino alcohol and salt thereof

The invention relates to the field of chemical pharmacy, in particular to a method for preparing an optically-pure cyclic amino alcohol and a salt thereof. The method comprises: 1) catalytic hydrogenation: a compound (12) is subjected to catalytic hydroge

A (1 R, 3 S) -3 - amino-cyclopentanol hydrochloride preparation method (by machine translation)

The invention discloses a (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride of the preparation method, the method using chiral carboxylic acid with hydroxylamine to form the amide as chiral source, in copper catalyzed oxidation in the reaction system to rapidly obtain a chiral Diels - alder reaction product, after passes through the reduction reaction and alkaline deprotection reaction, and acidified after reaction to obtain the target product. Chiral inducing reagent chiral carboxylic acid by simple acidification, extraction processing can be reclaimed and reused. This kind of (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride preparation method has high operation safety and high selectivity, raw materials are easy, and the cost is low, the reaction time is short and simple process flow and the like. (by machine translation)