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671649

Sigma-Aldrich

(1S,2S)-1-Amino-2-benzyloxycyclopentane

98%

Synonym(s):

(1S)-trans-2-(Phenylmethoxy)cyclopentanamine, (1S,2S)-trans-2-Benzyloxycyclopentylamine

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About This Item

Empirical Formula (Hill Notation):
C12H17NO
CAS Number:
181657-57-8
Molecular Weight:
191.27
Beilstein:
9554058
MDL number:
MFCD01075751
UNSPSC Code:
12352112
PubChem Substance ID:
329760435
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥97.5% (GC)
98%

optical purity

enantiomeric excess: ≥98%

impurities

≤5% water

storage temp.

2-8°C

SMILES string

N[C@H]1CCC[C@@H]1OCc2ccccc2

InChI

1S/C12H17NO/c13-11-7-4-8-12(11)14-9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9,13H2/t11-,12-/m0/s1

InChI key

JIMSXLUBRRQALI-RYUDHWBXSA-N

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Application

(1S,2S)-1-Amino-2-benzyloxycyclopentane can be used:
  • As a component of the ligand cocktail, which is used in the study of binding and inhibitory activities of PA4794 protein.[1]
  • In one of the key synthetic steps for the preparation of benzoxazole based mPGES-1 inhibitors[2] and trans-2-aminocyclopentanol derivatives.[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Signal Word

Danger

Hazard Statements

H300,H314,H317,H411

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC0584
BCBG1364V
BCBF6893V
BCBD3675V
1349941

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Structural, functional and inhibition studies of a GNAT superfamily protein PA4794: a new C-terminal lysine protein acetyltransferase from Pseudomonas aeruginosa
Majorek KA, et al.
Test, 30223-30235 (2013)
Novel benzoxazole inhibitors of mPGES-1
Kablaoui N, et al.
Bioorganic & Medicinal Chemistry Letters, 23(3), 907-911 (2013)
Structural, functional and inhibition studies of a GNAT superfamily protein PA4794: a new C-terminal lysine protein acetyltransferase from Pseudomonas aeruginosa
Majorek KA, et al.
The Journal of Biological Chemistry, 30223-30235 (2013)
Structural, functional and inhibition studies of a GNAT superfamily protein PA4794: a new C-terminal lysine protein acetyltransferase from Pseudomonas aeruginosa
Majorek KA, et al.
The Journal of biological chemistry, 30223-30235 (2013)
Highly efficient chemoenzymatic syntheses of trans-2-aminocyclopentanol derivatives
Gonzalez-Sabin J, et al.
Journal of Molecular Catalysis. B, Enzymatic, 59(1-3), 111-115 (2009)

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