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Merck

683981

Sigma-Aldrich

(5aS,10bR)-5a,10b-二氢-2-(2,4,6-三甲苯基)-4H, 6H-茚并[2,1-b]-1,2,4-三唑并[4,3-d]-1,4-噁嗪鎓氯化物

97%

别名:

Bode 催化剂 1

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About This Item

经验公式(希尔记法):
C21H22ClN3O · H2O
分子量:
385.89
UNSPSC代码:
12352005
PubChem化学物质编号:

方案

97%

表单

solid

旋光性

[α]20/D -156.0°, c = 1 in chloroform

mp

212-216 °C

官能团

ether

SMILES字符串

[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2c[n@H]3[C@H]4[C@H](Cc5ccccc45)OCc3n2

InChI

1S/C21H22N3O.ClH/c1-13-8-14(2)20(15(3)9-13)24-12-23-19(22-24)11-25-18-10-16-6-4-5-7-17(16)21(18)23;/h4-9,12,18,21H,10-11H2,1-3H3;1H/q+1;/p-1/t18-,21+;/m0./s1

InChI key

GUECWMLEUCWYOS-OZYANKIXSA-M

应用

(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H, 6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate can be used as an N-heterocyclic carbene (NHC) organocatalyst:
  • In the synthesis of tricyclic β-lactones by reacting 2-bromoenals with 1,3-diketones.
  • To functionalize the C2-position of 3-aminobenzofurans using 2-bromoenals as coupling partners.
  • In the synthesis of dihydroquinoxalines from substituted bisimines.
  • In the preparation of spiro-glutarimide derivatives by reacting cyclic β-ketoamides with α,β-unsaturated aldehydes.

法律信息

与 BioBlocks, Inc. 联合销售

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Enantioselective Synthesis of Tricyclic β-Lactones by NHC-Catalyzed Desymmetrization of Cyclic 1, 3-Diketones
Shee S, et al.
Organic Letters, 22(14), 5407?5411-5407?5411 (2020)
N-Heterocyclic Carbene-Catalyzed Umpolung of Imines for the Enantioselective Synthesis of Dihydroquinoxalines
Das TK, et al.
ACS Catalysis, 9(5), 4065-4071 (2019)
N-heterocyclic carbene-catalyzed enantioselective synthesis of spiro-glutarimides via α, β-unsaturated acylazoliums
Mondal S, et al.
Organic Letters, 20(15), 4499-4503 (2018)
Catalytic, Enantioselective C2-Functionalization of 3-Aminobenzofurans Using N-Heterocyclic Carbenes
Barik S, et al.
Organic Letters, 22(10), 3865?3869-3865?3869 (2020)

相关内容

Bode Group creates N-mesityl-NHC catalysts for enantioselective annulations and SnAP reagents for one-pot aldehyde conversion into N-heterocycles.

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