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Merck
CN

690481

Sigma-Aldrich

N-[3,5-双(三氟甲基)苯基]-N′-[(8a,9S)-6′-甲氧基-9-金鸡宁]硫脲

90%

别名:

1-[3,5-双(三氟甲基)苯基)-3-{(S)(6-甲氧基-4-喹啉基)-[(2S,4S,5R)-5-乙烯基-1-氮杂-二环[2.2.2]辛-2-基]甲基}硫脲, epi-N-喹啉基-N′-双(3,5-三氟甲基)苯硫脲

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关于此项目

经验公式（希尔记法）:
C29H28F6N4OS
CAS Number:
852913-16-7
分子量:
594.61
MDL编号:
MFCD16875670
UNSPSC代码:
12352005
PubChem化学物质编号:
329761344
NACRES:
NA.22

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质量水平

100

方案

≥89.0%
90%

表单

lumps

官能团

amine
fluoro
thiourea

SMILES字符串

COc1ccc2nccc([C@H](NC(=S)Nc3cc(cc(c3)C(F)(F)F)C(F)(F)F)C4CC5CCN4C[C@@H]5C=C)c2c1

InChI

1S/C29H28F6N4OS/c1-3-16-15-39-9-7-17(16)10-25(39)26(22-6-8-36-24-5-4-21(40-2)14-23(22)24)38-27(41)37-20-12-18(28(30,31)32)11-19(13-20)29(33,34)35/h3-6,8,11-14,16-17,25-26H,1,7,9-10,15H2,2H3,(H2,37,38,41)/t16-,17-,25-,26-/m0/s1

InChI key

IQMKPBFOEWWDIQ-FRSFCCSCSA-N

相关类别

应用

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-6′-methoxy-9-cinchonanyl]thiourea is a bifunctional cinchona organocatalyst, which can be used to synthesize:
  • Stereoselective diaryl(nitro)butanone via enantioselective Michael addition of nitromethane to chalcones.
  • Enantioselective β-amino acids via asymmetric Mannich reaction of malonates with aryl and alkyl imines.
  • The synthesis of 3-indolylmethanamines by the reaction of indoles with imines via asymmetric Friedel-Crafts reaction.
  • The enantioselective conjugate addition of active methylene compounds to enones to obtain the corresponding addition products.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301

危险分类

Acute Tox. 3 Oral

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCL5813
BCCH4245
BCCG1174
BCBX7552
BCBP4868V

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The Mannich reaction of malonates with simple imines catalyzed by bifunctional cinchona alkaloids: enantioselective synthesis of ?-amino acids
Song J, et al.
Journal of the American Chemical Society, 128(18), 6048-6049 (2006)
Asymmetric Friedel- Crafts reaction of indoles with imines by an organic catalyst
Wang Y-Q, et al.
Journal of the American Chemical Society, 128(25), 8156-8157 (2006)
Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts
Vakulya B, et al.
Organic Letters, 7(10), 1967-1969 (2005)
Organocatalytic enantioselective conjugate additions to enones
Wang J, et al.
Journal of the American Chemical Society, 128(39), 12652-12653 (2006)
Urea- and thiourea-substituted cinchona alkaloid derivatives as highly efficient bifunctional organocatalysts for the asymmetric addition of malonate to nitroalkenes: inversion of configuration at C9 dramatically improves catalyst performance.
Séamus H McCooey et al.
Angewandte Chemie (International ed. in English), 44(39), 6367-6370 (2005-09-02)
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