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900744

Sigma-Aldrich

TMS-N-ethynyl-N,4-dimethylbenzenesulfonamide

≥95%

同義詞:

N,4-Dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide, TMS-N-methylynetoluenesulfonamide, TMS-MTYsA

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About This Item

經驗公式（希爾表示法）:
C13H19NO2SSi
分子量：:
281.45
分類程式碼代碼:
12352200
暫時無法取得訂價和供貨情況

化驗

≥95%

形狀

solid

mp

55 °C

官能基

sulfonamide

儲存溫度

2-8°C

SMILES 字串

CC1=CC=C(S(=O)(N(C)C#C[Si](C)(C)C)=O)C=C1

應用

TMS-N-ethynyl-N,4-dimethylbenzenesulfonamide (TMS-MTYsA) is an air- and moisture-stable ynamide demonstrated to be an efficient and high-yielding coupling reagent for selective amide and peptide bond formation[1][2][3] under mild reaction conditions without racemization.[4] The product is supplied as the TMS-protected ynamide, which can be easily deprotected in situ without isolating the product.

其他說明

Ynamides as Racemization-Free Coupling Reagents for Amide and Peptide Synthesis

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

Lot/Batch Number

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Enantioselective synthesis of β-amino acid derivatives via nickel-promoted regioselective carboxylation of ynamides and rhodium-catalyzed asymmetric hydrogenation.
Saito N, et al.
Organic & Biomolecular Chemistry, 14(42), 10080-10089 (2016)
Regio-and Stereoselective Synthesis of 2-Amino-1, 3-diene Derivatives by Ruthenium-Catalyzed Coupling of Ynamides and Ethylene.
Saito N, et al.
Organic Letters, 13(10), 2718-2721 (2011)
Gold-Catalyzed Intermolecular Nitrene Transfer from 2 H-Azirines to Ynamides: A Direct Approach to Polysubstituted Pyrroles.
Zhu L, et al.
Organic Letters, 17(1), 30-33 (2014)
Ynamides as Racemization-Free Coupling Reagents for Amide and Peptide Synthesis.
Hu L, et al.
Journal of the American Chemical Society, 138(40), 13135-13138 (2016)

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