(1R,3S)-3-Aminocyclopentanol

Base Information

• Chemical Name: (1R,3S)-3-Aminocyclopentanol
• CAS No.: 1110772-05-8
• Molecular Formula: C5H11NO
• Molecular Weight: 101.148
• Mol file: 1110772-05-8.mol

Synonyms:(1R,3S)-3-Aminocyclopentanol;Bictegravir Related Compound 2;Cyclopentanol, 3-aMino-, (1R,3S)-;(1R,3S)-3-Aminocyclopentanol(WX600234);(1R,3S)-3-Amino-cyclohexanol hydrochloride;(1R,3S)-3-aMinocyclopentan-1-ol hydrochloride

Chemical Property of (1R,3S)-3-Aminocyclopentanol

Chemical Property:

• Boiling Point: 179℃
• PKA: 15.06±0.40(Predicted)
• Flash Point: 62℃
• PSA: 46.25000
• Density: 1.084
• LogP: 0.55880
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1R,3S)-3-Aminocyclopentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,3S)-3-Aminocyclopentanol is a Bictegravir (1611493-60-7) intermediate and an antiviral agent.

Technology Process of (1R,3S)-3-Aminocyclopentanol

There total 19 articles about (1R,3S)-3-Aminocyclopentanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

C5H9NO → (1R,3S)-3-aminocyclopentan-1-ol (1110772-05-8,167298-58-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 30 ℃; for 24h; under 750.075 Torr;

Reference yield:

cis-3(S)-(N-D-Alanylamino)cyclopentan-1(R)-ol (160167-65-7) → (1R,3S)-3-aminocyclopentan-1-ol (1110772-05-8,167298-58-0)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 7h; Reflux;

Reference yield:

(1R,3S)-3-aminocyclopentanol di-p-toluoyl tartrate → (1R,3S)-3-aminocyclopentan-1-ol (1110772-05-8,167298-58-0)

Guidance literature:

With sodium carbonate; In ethanol; at 30 ℃;

upstream raw materials:

cis-3(S)-(N-D-Alanylamino)cyclopentan-1(R)-ol

cyclopenta-1,3-diene

(1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

(±)-cis-3-aminocyclopentanol

Downstream raw materials:

(1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester

(1R,3S)-3-amino-1-cyclopentanol hydrochloride

(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

C₄₂H₄₄Cl₂FN₃O₄

Refernces

• 1、 -. "Preparation of optically-pure cyclic amino alcohol and salt thereof". Paragraph 0093-0104. . Retrieved 2020/01/12.
• 2、 -. "A (1 R, 3 S) -3 - amino-cyclopentanol hydrochloride preparation method (by machine translation)". . . Retrieved 2019/05/08.