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804185

Sigma-Aldrich

SnAP 2-Spiro-(2-Pyr) M Reagent

Synonym(s):

tert-butyl 3-(aminomethyl)-3-((tributylstannyl)methoxy) pyrrolidine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C23H48N2O3Sn
Molecular Weight:
519.35
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

description

Fp >230°F

Quality Level

form

powder

mp

235 °C

density

1.143 at 25 °C

functional group

amine
ether

storage temp.

−20°C

SMILES string

CCCC[Sn](CCCC)(COC1(CN(C(OC(C)(C)C)=O)CC1)CN)CCCC

InChI

1S/C11H21N2O3.3C4H9.Sn/c1-10(2,3)16-9(14)13-6-5-11(7-12,8-13)15-4;3*1-3-4-2;/h4-8,12H2,1-3H3;3*1,3-4H2,2H3;

InChI key

FITIMZOFKJTPHZ-UHFFFAOYSA-N

Application

SnAP Reagents provide a one-step route, in tandem with various aldehyde substrates, to saturated N-heterocycles. The synthesis of N-heterocycles through SnAP Reagents requires mild reaction conditions, and aldehydes bearing aryl, heteroaryl, glyoxyl, aliphatic, and halogenated groups are well tolerated. This product was introduced in collaboration with the Bode Research Group

Automate your N-heterocycle formation with Synple Automated Synthesis Platform (SYNPLE-SC002)

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Protocols

Saturated N-heterocyclic building blocks or SnAP Reagents are of growing importance for the convenient synthesis of medium-ring saturated N-heterocycles, including bicyclic and spirocyclic structures. SnAP reagents are stable and readily available and can be coupled with widely available aromatic, heteroaromatic, aliphatic, and glyoxylic aldehydes.

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