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Safety Information

804150

Sigma-Aldrich

SnAP 2,3-Bicyclo-(3,4-Pyr) M Reagent

Synonym(s):

(3R,4R)-tert-butyl 3-amino-4-((tributylstannyl)methoxy) pyrrolidine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C22H46N2O3Sn
Molecular Weight:
505.32
UNSPSC Code:
12352103
PubChem Substance ID:
329768847
NACRES:
NA.22

form

liquid

Quality Level

100

density

1.180 at 25 °C

functional group

ether

storage temp.

−20°C

SMILES string

CCCC[Sn](CCCC)(CO[C@H]1CN(C(OC(C)(C)C)=O)C[C@@H]1N)CCCC

InChI

1S/C10H19N2O3.3C4H9.Sn/c1-10(2,3)15-9(13)12-5-7(11)8(6-12)14-4;3*1-3-4-2;/h7-8H,4-6,11H2,1-3H3;3*1,3-4H2,2H3;/t7-,8-;;;;/m0..../s1

InChI key

URTKNAYUDTUPJM-CFACWHMASA-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)

Other Notes

Technology spotlight: SnAP Reagents
Professor product portal: Jeffrey Bode Research Group
SnAP Reagents for the Synthesis of Piperazines and Morpholines
SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles
Bespoke SnAP Reagents for the Synthesis of C-Substituted Spirocyclic and Bicyclic Saturated N-Heterocycles

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Description
Pricing

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

804150-VAR:
804150-500MG:4548173920252
804150-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ4429V

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Protocols

SnAP Reagents

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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