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525863

Sigma-Aldrich

trans-2-Aminocyclopentanol hydrochloride

97%

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About This Item

Empirical Formula (Hill Notation):
C5H11NO · HCl
CAS Number:
31775-67-4
Molecular Weight:
137.61
MDL number:
MFCD02683551
UNSPSC Code:
12352100
PubChem Substance ID:
24874515
NACRES:
NA.22

Assay

97%

mp

191-196 °C (lit.)

SMILES string

Cl.N[C@H]1CCC[C@@H]1O

InChI

1S/C5H11NO.ClH/c6-4-2-1-3-5(4)7;/h4-5,7H,1-3,6H2;1H/t4-,5-;/m0./s1

InChI key

ZFSXKSSWYSZPGQ-FHAQVOQBSA-N

General description

trans-2-Aminocyclopentanol hydrochloride is an aminocyclanol. Its d,l-cis- and d,l-trans- forms have been synthesized. The trans-form of the product can be produced in large (multigram) scale via carbamate addition protocol. Cholinesterase inhibitory potential of cis-form of 2-aminocyclopentanol hydrochloride is higher (twofold) that of its trans-form.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

525863-BULK:
525863-5G:
525863-VAR:

Certificates of Analysis (COA)

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Stereochemistry of Aminocyclanols. Synthesis of cis Epimers via Oxazolines. The 2-Aminocyclopentanols*.
McCasland GE and Smith DA.
Journal of the American Chemical Society, 72(5), 2190-2195 (1950)
James A Birrell et al.
Organic letters, 15(12), 2895-2897 (2013-06-08)
A highly enantioselective addition of phenyl carbamate to meso-epoxides has been developed to efficiently generate protected trans-1,2-amino alcohols. This transformation is promoted by an oligomeric (salen)Co-OTf catalyst and has been used to prepare two useful 2-aminocycloalkanol hydrochlorides in enantiopure form
Preparation of antidotes for anticholinesterase poisoning. IV. Synthesis and protective effectiveness of 2'-(cis-and trans-2'-hydroxycyclohexyl) aminoethyl 1-phenylcyclopentanecarboxylate hydrochlorides.
Bannard RAB and Parkkari JH.
Canadian Journal of Chemistry, 48(9), 1377-1382 (1970)

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