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文件

699918

(R)-N-[(1R,2R)-2-(3-(3,5-双(三氟甲基)苯基)脲基)环己基]-叔丁基亚磺酰胺

Name: (R)-N-[(1R,2R)-2-(3-(3,5-双(三氟甲基)苯基)脲基)环己基]-叔丁基亚磺酰胺
Brand: ALDRICH

96%

别名:

[S(R)]-N-[(1R,2R)-2-[[[[3,5-Bis(trifluoromethyl)phenyl]amino]carbonyl]amino]cyclohexyl]-2-methyl-2-propanesulfinamide

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About This Item

经验公式（希尔记法）:

C₁₉H₂₅F₆N₃O₂S

CAS号:

934762-68-2

分子量:

473.48

MDL编号:

MFCD11656068

UNSPSC代码:

12352002

PubChem化学物质编号:

329762164

NACRES:

NA.22

质量水平

100

检测方案

96%

形式

solid

mp

173-181 °C

SMILES字符串

CC(C)(C)S(=O)N[C@@H]1CCCC[C@H]1NC(=O)Nc2cc(cc(c2)C(F)(F)F)C(F)(F)F

InChI

1S/C19H25F6N3O2S/c1-17(2,3)31(30)28-15-7-5-4-6-14(15)27-16(29)26-13-9-11(18(20,21)22)8-12(10-13)19(23,24)25/h8-10,14-15,28H,4-7H2,1-3H3,(H2,26,27,29)/t14-,15-,31-/m1/s1

InChI key

WMIJNZVQFOPOBW-ZHANGXNJSA-N

应用

(R)-N-[(1R,2R)-2-(3-(3,5-Bis(trifluoromethyl)phenyl)ureido)cyclohexyl]-tert-butyl-sulfinamide is a sulfinamide-urea based chiral catalyst that can be used to synthesize:

Enantioselective homoallylic amines by asymmetric allylation of acylhydrazones with allylindium reagents.
Tetrahydroquinolines via an asymmetric Povarov reaction.
2-aryl-substituted cycloalkanones by enantioselective protonation of corresponding trimethylsilyl enol ethers.

危险声明

H413

危险分类

Aquatic Chronic 4

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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Indium-mediated asymmetric allylation of acylhydrazones using a chiral urea catalyst.

Kian L Tan et al.

Angewandte Chemie (International ed. in English), 46(8), 1315-1317 (2007-01-11)

Chiral sulfinamide/achiral sulfonic acid cocatalyzed enantioselective protonation of enol silanes.

Elizabeth M Beck et al.

Organic letters, 13(16), 4260-4263 (2011-07-27)

The application of chiral sulfinamides and achiral sulfonic acids as a cocatalyst system for enantioselective protonation reactions is described. Structurally simple, easily accessible sulfinamides were found to induce moderate-to-high ee's in the formation of 2-aryl-substituted cycloalkanones from the corresponding trimethylsilyl

Application of a catalytic asymmetric Povarov reaction using chiral ureas to the synthesis of a tetrahydroquinoline library.

Baudouin Gerard et al.

ACS combinatorial science, 14(11), 621-630 (2012-10-24)

A 2328-membered library of 2,3,4-trisubstituted tetrahydroquinolines was produced using a combination of solution- and solid-phase synthesis techniques. A tetrahydroquinoline (THQ) scaffold was prepared via an asymmetric Povarov reaction using cooperative catalysis to generate three contiguous stereogenic centers. A matrix of

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