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Key Documents

900756

Sigma-Aldrich

SLAP M

≥95%

Synonym(s):

2-((Trimethylsilyl)methoxy)ethan-1-amine

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About This Item

Empirical Formula (Hill Notation):
C6H17NOSi
CAS Number:
Molecular Weight:
147.29
UNSPSC Code:
12352200

assay

≥95%

form

liquid

storage temp.

2-8°C

SMILES string

NCCOC[Si](C)(C)C

Application

When used with aliphatic or aromatic aldehydes, this silicon amine protocol (SLAP) reagent enables the photomediated synthesis of thiomorpholines and thiazepanes. For photocatalytic cross-coupling with this SLAP Reagent, Ir[(ppy)2dtbbpy]PF6 (747769) is used with a recommended starting combination of Lewis acids Bi(OTf)3 (633305) and Cu(OTf)2 (283673) prior to subsequent substrate-specific optimization. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents and is well-suited for scale-up reactions.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Protocols

The Bode group has developed SnAP (stannyl amine protocol) reagents that cross-couple with aldehydes and ketones to provide one-step access to a wide variety of saturated N-heterocycles.

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