(1S,2S)-trans-2-Aminocyclopentanol hydrochloride

Base Information

• Chemical Name: (1S,2S)-trans-2-Aminocyclopentanol hydrochloride
• CAS No.: 68327-04-8
• Molecular Formula: C5H11NO^.HCl
• Molecular Weight: 137.609
• Mol file: 68327-04-8.mol

Synonyms:Cyclopentanol,2-amino-, hydrochloride, (1S,2S)- (9CI);Cyclopentanol, 2-amino-,hydrochloride, (1S-trans)-;(1S,2S)-2-Aminocyclopentanol hydrochloride;

Chemical Property of (1S,2S)-trans-2-Aminocyclopentanol hydrochloride

Chemical Property:

• Vapor Pressure: 0.0229mmHg at 25°C
• Boiling Point: 220.9 °C at 760 mmHg
• Flash Point: 87.4 °C
• PSA: 46.25000
• LogP: 1.36080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

trans-(1S,2S)-2-AminocyclopentanolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction (1S,2S)-trans-2-Aminocyclopentanol hydrochloride can be used as an intermediate in the synthesis of trans-hydroxycyclopentyl carboxamides.

Technology Process of (1S,2S)-trans-2-Aminocyclopentanol hydrochloride

There total 9 articles about (1S,2S)-trans-2-Aminocyclopentanol hydrochloride 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: 97.0%

(1R,2R)-2-acetamidocyclopentanol acetate (259233-68-6) → (1S,2S)-2-aminocyclopentanol hydrochloride (68327-04-8)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1016/S0040-4020(00)00884-X

Reference yield: 93.0%

(1S,2S)-2-(benzyloxy)cyclopentanamine (181657-56-7,404028-21-3,796038-32-9,181657-57-8) → (1S,2S)-2-aminocyclopentanol hydrochloride (68327-04-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 24h; under 2068.65 Torr;

Reference yield:

1-azido-2-(trimethylsilyloxy)cyclopentane (221110-46-9) → (1S,2S)-2-aminocyclopentanol hydrochloride (68327-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TFA, 2.) H₂ / 2.) PtO₂ / 1) MeOH, rt, 30 min; 2) MeOH, rt, 40 h

2: HCl / ethanol; diethyl ether

With hydrogenchloride; hydrogen; trifluoroacetic acid; platinum(IV) oxide; In diethyl ether; ethanol;

DOI:10.1021/jo970146p

upstream raw materials:

(1S,2S)-2-aminocyclopentanol

(1R,2R)-2-acetamidocyclopentanol acetate

1-azido-2-(trimethylsilyloxy)cyclopentane

(1S,2S)-2-(benzyloxy)cyclopentanamine

Downstream raw materials:

(1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol

2-((1S,2S)-2-hydroxycyclopentyl)isoindoline-1,3-dione

Refernces

• 1、 -. "SUBSTITUTED DIAMINOCARBOXAMIDE AND DIAMINOCARBONITRILE PYRIMIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH". Page/Page column 70. . Retrieved 2012/11/07.
• 2、 Schaus, Scott E.,Larrow, Jay F.,Jacobsen, Eric N.. "Practical Synthesis of Enantiopure Cyclic 1,2-Amino Alcohols via Catalytic Asymmetric Ring Opening of Meso Epoxides". . p. 4197 - 4199. Retrieved 2007/10/03.