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690481

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-6′-methoxy-9-cinchonanyl]thiourea

90%

Synonym(s):

1-[3,5-Bis(trifluoromethyl)phenyl)-3-{(S)(6-methoxy-4-quinolinyl)-[(2S,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl]methyl}thiourea, epi-N-Quinyl-N′-bis(3,5-trifluoromethyl)phenylthiourea

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Size/SKUAvailabilityPrice
250 mg
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$593.00

About This Item

Empirical Formula (Hill Notation):
C29H28F6N4OS
CAS Number:
Molecular Weight:
594.61
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:

$593.00


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Quality Segment

assay

≥89.0%, 90%

form

lumps

reaction suitability

reagent type: organic catalyst

functional group

amine, fluoro, thiourea

SMILES string

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

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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This Item
290157693316677213
description

90%

description

97%, contains 3% Copper Shot (CAS 7440-50-8) as stabilizer

description

97%

description

technical grade

assay

90%, ≥89.0%

assay

97%

assay

97%

assay

-

functional group

amine, fluoro, thiourea

functional group

fluoro, bromo

functional group

phenyl, thiourea, fluoro, amide, amine

functional group

fluoro

form

lumps

form

-

form

solid

form

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-


Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Codes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

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



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