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798894

Sigma-Aldrich

SnAP DA试剂

别名:

tert-Butyl (3-aminopropyl)((tributylstannyl)methyl)carbamate

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About This Item

经验公式（希尔记法）:
C21H46N2O2Sn
CAS号:
1577233-73-8
分子量:
477.31
分類程式碼代碼:
12352103
PubChem物質ID:
329768679
NACRES:
NA.22

形狀

liquid

品質等級

100

官能基

amine
carbamate

儲存溫度

−20°C

SMILES 字串

CCCC[Sn](CCCC)(CN(C(OC(C)(C)C)=O)CCCN)CCCC

InChI

1S/C9H19N2O2.3C4H9.Sn/c1-9(2,3)13-8(12)11(4)7-5-6-10;3*1-3-4-2;/h4-7,10H2,1-3H3;3*1,3-4H2,2H3;

InChI 密鑰

IXXRAKGOXZKYBH-UHFFFAOYSA-N

相关类别

應用

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 require mild reaction conditions and aldehydes bearing aryl, heteroaryl, aliphatic, halogenated and glyoxylates are well tolerated. This product was introduced in collaboration with the Jeffrey Bode Research Group.

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

其他說明

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

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SnAP 2-Spiro-(4-Pip) M试剂

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訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析证书(COA)

Lot/Batch Number
MKCP2967
MKCM8653

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Michael U Luescher et al.
Organic letters, 16(4), 1236-1239 (2014-02-08)
Substituted piperazines and morpholines are valuable structural motifs in biologically active compounds, but are not easily prepared by contemporary cross-coupling approaches. In this report, we introduce SnAP reagents for the transformation of aldehydes into N-unprotected piperazines and morpholines. This approach
Woon-Yew Siau et al.
Journal of the American Chemical Society, 136(51), 17726-17729 (2014-12-09)
The combination of cyclic ketones and stannyl amine protocol (SnAP) reagents affords saturated, spirocyclic N-heterocycles under operationally simple reaction conditions. The resulting, N-unprotected spirocyclic amines are in great demand as scaffolds for drug discovery and development. The union of SnAP
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)

实验方案

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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