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Merck
CN

660078

(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
NACRES:
NA.22
PubChem Substance ID:
24884456
UNSPSC Code:
12352005
MDL number:
MFCD05864624
Assay:
97%

Key Documents

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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

SMILES string

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

InChI key

FPXJNSKAXZNWMQ-LLVKDONJSA-N

assay

97%

refractive index

n20/D 1.548

bp

315 °C

density

1.155 g/mL at 25 °C

functional group

phenyl

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

>230.0 °F - closed cup

flash_point_c

> 110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL3953V
MKBD4205V
MKBD4205
05221JD

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Structure-activity relationships of adenosines with heterocyclic N6-substituents
Ashton TD, et al.
Bioorganic & Medicinal Chemistry Letters, 17(24), 6779-6784 (2007)
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)

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