Skip to Content
Merck
CN
All Photos(2)

Documents

Safety Information

798886

Sigma-Aldrich

SnAP TM Reagent

Sign Into View Organizational & Contract Pricing
All Photos(2)
Empirical Formula (Hill Notation):
C15H35NSSn
CAS Number:
1452829-00-3
Molecular Weight:
380.22
MDL number:
MFCD23703162
UNSPSC Code:
12352103
PubChem Substance ID:
329768678
NACRES:
NA.22

form

liquid

Quality Level

100

refractive index

n/D 1.512

density

1.158 at 25 °C

storage temp.

−20°C

SMILES string

CCCC[Sn](CCCC)(CSCCN)CCCC

InChI

1S/3C4H9.C3H8NS.Sn/c3*1-3-4-2;1-5-3-2-4;/h3*1,3-4H2,2H3;1-4H2;

InChI key

DYBMHPJDHUKXRF-UHFFFAOYSA-N

Related Categories

General description

SnAP (Sn amino protocol) reagents have been developed by the Bode group. SnAP reagents are air and moisture stable. They can be prepared from simple reactions with cheap raw materials. SnAP 2-Spiro-(4-Pip) M, also referred to as SnAP 2-spiro-(4-piperdine) morpholine, is a regioisomeric SnAP reagent. This reagent can be prepared from N-Boc piperidone.

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
SnAP TM Reagent may be used to synthesize 3-substituted thiomorpholines from aldehydes. It may also be used in the preparation of unprotected, saturated N-heterocyclic compounds.

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

related product

Product No.
Description
Pricing

798916

SnAP OA Reagent

798908

SnAP Pip Reagent

798894

SnAP DA Reagent

798878

SnAP M Reagent, 95%

798851

SnAP 2Me-M Reagent

798843

SnAP 3Me-M Reagent

804088

SnAP 2-Spiro-(4-Pip) M Reagent

804142

SnAP 3-Spiro-(4-Pip) M Reagent

804177

SnAP 3-Spiro-(2-Pyr) M Reagent

804185

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

900402

SLAP HydroQuinoxaline, 95%

900401

SLAP 2,3-Bicyclo-(3,4-THF) N-BnPip Reagent, ≥95%

900403

SLAP HydroPyrrolopyrazine Reagent

900406

SLAP N-Bn-3Me-Pip Reagent

900755

SLAP TA, 95%

900756

SLAP M, ≥95%

900814

SLAP TM, ≥95%

900815

SLAP 5-TMS TM, ≥95%

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

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’.

Already Own This Product?

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

Visit the Document Library

SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles.
Luescher MU, et al.
Aldrichimica Acta, 48(2), 43-48 (2015)
Cam-Van T Vo et al.
Nature chemistry, 6(4), 310-314 (2014-03-22)
Interest in saturated N-heterocycles as scaffolds for the synthesis of bioactive molecules is increasing. Reliable and predictable synthetic methods for the preparation of these compounds, especially medium-sized rings, are limited. We describe the development of SnAP (Sn amino protocol) reagents
SnAP reagents for the transformation of aldehydes into substituted thiomorpholines--an alternative to cross-coupling with saturated heterocycles.
Cam-Van T Vo et al.
Angewandte Chemie (International ed. in English), 52(6), 1705-1708 (2013-01-03)

Protocols

SnAP Reagents

SnAP Reagents facilitate synthesis of saturated N-heterocycles for diverse structures.

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