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Merck
CN

672084

(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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
329760455
MDL number:
MFCD03419257
Beilstein/REAXYS Number:
8905233
Assay:
≥96.5% (GC), 96.5-103.5% (NT), 97%
Form:
solid

Key Documents

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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

SMILES string

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

InChI key

SOGXYCNKQQJEED-QMMMGPOBSA-N

assay

≥96.5% (GC), 96.5-103.5% (NT), 97%

form

solid

optical purity

enantiomeric excess: ≥97.5% (GC)

storage temp.

2-8°C

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

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000049275
0000064394
BGBC4578V
BGBC0831V
BCBF9095V

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Synthesis of D2 receptor ligand analogs incorporating one dicarba-closo-dodecaborane unit
Vazquez, N, et al.
Tetrahedron Letters, 52(5), 615-618 (2011)
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)
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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