Skip to Content
Merck
CN

52927

(S)-3-(Boc-amino)pyrrolidine

≥98.0% (TLC)

Synonym(s):

tert-Butyl (S)-3-pyrrolidinylcarbamate

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C9H18N2O2
CAS Number:
122536-76-9
Molecular Weight:
186.25
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
57651390
MDL number:
MFCD00143194
Beilstein/REAXYS Number:
5377813

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(S)-3-(Boc-amino)pyrrolidine, ≥98.0% (TLC)

InChI key

DQQJBEAXSOOCPG-ZETCQYMHSA-N

SMILES string

CC(C)(C)OC(=O)N[C@H]1CCNC1

InChI

1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12)/t7-/m0/s1

assay

≥98.0% (TLC)

form

solid

optical activity

[α]/D -21.5±2.0°, c = 1 in ethanol

Application

(S)-3-(Boc-amino)pyrrolidine can be used as a building block to prepare:
  • 2,4,6-trisubstitued pyrido[3,4-d]pyrimidine derivatives as potent inhibitors against EGFR tyrosine kinase.
  • Aminopyrrolidine scaffolds for asymmetric Morita−Baylis-Hillman reaction.
  • N-benzyl-3-sulfonamidopyrrolidines as potent bacterial cell division inhibitors.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBZ1833
BCBN6810V
BCBN4504V
BCBM6216V
BCBH7059V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chiral 3-aminopyrrolidines as a rigid diamino scaffold for organocatalysis and organometallic chemistry
Pouliquen M, et al.
Tetrahedron Asymmetry, 21(11-12), 1511-1521 (2010)
N-Benzyl-3-sulfonamidopyrrolidines as novel inhibitors of cell division in E. coli
Mukherjee S, et al.
Bioorganic & medicinal chemistry letters, 17(23), 6651-6655 (2007)
Synthesis and biological evaluation of irreversible EGFR tyrosine kinase inhibitors containing pyrido [3, 4-d] pyrimidine scaffold
Zhang H, et al.
Bioorganic & Medicinal Chemistry, 26(12), 3619-3633 (2018)

Articles

MRT - Mono-Boc-Protection of Diamines

Mono-Boc-protected diamines are versatile building blocks for chemical synthesis. Their production is a lot more challenging than the simple reaction scheme might imply, because the Boc-anhydride reagent cannot differentiate between the two identical amino moieties in the substrate.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service