(S)-(+)-3-Fluoropyrrolidine hydrochloride

Name: (<I>S</I>)-(+)-3-Fluoropyrrolidine hydrochloride
Brand: ALDRICH
Price: 134 USD

97%

Synonym(s):

(3S)-(+)-3-Fluoropyrrolidine hydrochloride, (3S)-3-Fluoropyrrolidine hydrochloride

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1 G

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About This Item

Empirical Formula (Hill Notation):

C₄H₈FN · HCl

CAS Number:

136725-53-6

Molecular Weight:

125.57

NACRES:

NA.22

PubChem Substance ID:

24882861

UNSPSC Code:

12352005

MDL number:

MFCD04038718

Assay:

97%

Form:

solid

Key Documents

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InChI

1S/C4H8FN.ClH/c5-4-1-2-6-3-4;/h4,6H,1-3H2;1H/t4-;/m0./s1

SMILES string

Cl.F[C@H]1CCNC1

InChI key

LENYOXXELREKGZ-WCCKRBBISA-N

assay

97%

form

solid

optical activity

[α]20/D +8°, c = 1% in methanol

mp

183-187 °C (lit.)

functional group

fluoro

Quality Level

100

Related Categories

Catalysts

Chemical Building Blocks

Chiral Catalysts & Ligands

Fluorinated Building Blocks

Halogenated Heterocycles

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1 of 4

This Item	637505	694509	543527
Sigma-Aldrich 637513 (S)-(+)-3-Fluoropyrrolidine hydrochloride	Sigma-Aldrich 637505 (R)-(−)-3-Fluoropyrrolidine hydrochloride	Sigma-Aldrich 694509 3,3-Difluoropyrrolidine hydrochloride	Sigma-Aldrich 543527 (S)-(−)-6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
assay 97%	assay 97%	assay 97%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
mp 183-187 °C (lit.)	mp 179-186 °C	mp 133-136 °C	mp 280-285 °C (lit.)
form solid	form solid	form solid	form -
optical activity [α]20/D +8°, c = 1% in methanol	optical activity [α]20/D -8.0°, c = 4 in methanol	optical activity -	optical activity -
functional group fluoro	functional group fluoro	functional group fluoro	functional group carboxylic acid

Application

(S)-(+)-3-Fluoropyrrolidine hydrochloride can be employed as a building block for the preparation of:

Fluorinated pyrrolidine derivatives of cyclohexylglycine amides as potential inhibitors for dipeptidyl peptidase IV.[1]
Fluoropyrrolidine contaning N--ethylurea pyrazole derivatives as potential and selective inhibitors for Trypanosoma brucei and Trypanosoma cruzi parasitic causative agents.[2]
Urea derivatives of (S)-2-(3,4-difluorophenyl)-5-(3-fluoro-N-pyrrolidylamido)benzothiazole as potent antitrypanosomal agents.[3]

pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors

Caldwell CG, et al.

Bioorganic & Medicinal Chemistry Letters, 14(5), 1265-1268 (2004)

Urea derivatives of 2-aryl-benzothiazol-5-amines: a new class of potential drugs for human African trypanosomiasis

Patrick DA, et al.

Journal of Medicinal Chemistry, 60(3), 957-971 (2017)

Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors.

Charles G Caldwell et al.

Bioorganic & medicinal chemistry letters, 14(5), 1265-1268 (2004-02-26)

Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good

Discovery of Potent N-Ethylurea Pyrazole Derivatives as Dual Inhibitors of Trypanosoma brucei and Trypanosoma cruzi

Varghese S, et al.

ACS Medicinal Chemistry Letters (2019)

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