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660078

Sigma-Aldrich

(R)-(−)-1-Cbz-3-aminopyrrolidine

97%

Synonym(s):

(R)-1-Benzyloxycarbonyl-3-aminopyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C12H16N2O2
CAS Number:
122536-73-6
Molecular Weight:
220.27
MDL number:
MFCD05864624
UNSPSC Code:
12352005
PubChem Substance ID:
24884456
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.548

bp

315 °C

density

1.155 g/mL at 25 °C

functional group

phenyl

SMILES string

N[C@@H]1CCN(C1)C(=O)OCc2ccccc2

InChI

1S/C12H16N2O2/c13-11-6-7-14(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5,11H,6-9,13H2/t11-/m1/s1

InChI key

FPXJNSKAXZNWMQ-LLVKDONJSA-N

Application

(R)-(−)-1-Cbz-3-aminopyrrolidine can be used:
  • In one of the key synthetic steps for the preparations of AZ82, a KIFC1-specific inhibitor for cancer therapy.
  • As a key intermediate in the synthesis of N6-substituted adenosine analogs as potent A1AR agonists.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL3953V
MKBD4205V
MKBD4205
05221JD

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Discovery and mechanistic study of a small molecule inhibitor for motor protein KIFC1
Wu J, et al.
ACS Chemical Biology, 8(10), 2201-2208 (2013)
Structure-activity relationships of adenosines with heterocyclic N6-substituents
Ashton TD, et al.
Bioorganic & Medicinal Chemistry Letters, 17(24), 6779-6784 (2007)

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