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Sigma-Aldrich

(S)-2-(Aminomethyl)-1-Boc-pyrrolidine

97%

Synonym(s):

(S)-2-(Aminomethyl)-1-(tert-butoxycarbonyl)pyrrolidine, tert-Butyl (S)-2-(aminomethyl)-1-pyrrolidinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C10H20N2O2
CAS Number:
119020-01-8
Molecular Weight:
200.28
Beilstein:
8905233
MDL number:
MFCD03419257
UNSPSC Code:
12352005
PubChem Substance ID:
329760455
NACRES:
NA.22

Assay

≥96.5% (GC)
96.5-103.5% (NT)
97%

form

solid

optical purity

enantiomeric excess: ≥97.5% (GC)

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)N1CCC[C@H]1CN

InChI

1S/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(12)7-11/h8H,4-7,11H2,1-3H3/t8-/m0/s1

InChI key

SOGXYCNKQQJEED-QMMMGPOBSA-N

Application

(S)-2-(Aminomethyl)-1-Boc-pyrrolidine can be used as a building block to synthesize:
  • Imidazo[1,2-b]pyridazine derivatives as potent IKKβ inhibitors.
  • 1,2-dicarba-closo-dodecaborane (o-carborane) and 1,7-dicarba-closo-dodecaborane (m-carborane) derivatives as potential D2 receptor antagonists.
  • Pyrrolidine based Merrifield resin as a chiral organocatalyst for the asymmetric Michael addition reaction of ketones with nitrostyrenes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Recyclable Merrifield resin-supported organocatalysts containing pyrrolidine unit through A3-coupling reaction linkage for asymmetric Michael addition
Liu J, et al.
Chirality, 22(4), 432-441 (2010)
Synthesis of D2 receptor ligand analogs incorporating one dicarba-closo-dodecaborane unit
Vazquez, N, et al.
Tetrahedron Letters, 52(5), 615-618 (2011)
Discovery of imidazo [1, 2-b] pyridazines as IKK? inhibitors. Part 3: Exploration of effective compounds in arthritis models
Shimizu H, et al.
Bioorganic & Medicinal Chemistry Letters, 21(15), 4550-4555 (2011)

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