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693316

Sigma-Aldrich

(S)-2-[[3,5-Bis(trifluoromethyl)phenyl]thioureido]-N-benzyl-N,3,3-trimethylbutanamide

97%

Synonym(s):

(2S)-2-[[[[3,5-Bis(trifluoromethyl)phenyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide

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100 MG
RM 390.00
500 MG
RM 1,358.00

About This Item

Empirical Formula (Hill Notation):
C23H25F6N3OS
CAS Number:
Molecular Weight:
505.52
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

97%

form

solid

optical activity

[α]20/D -57.0°, c = 1 in chloroform

mp

147-152 °C

functional group

amide
amine
fluoro
phenyl
thiourea

SMILES string

CN(Cc1ccccc1)C(=O)[C@@H](NC(=S)Nc2cc(cc(c2)C(F)(F)F)C(F)(F)F)C(C)(C)C

InChI

1S/C23H25F6N3OS/c1-21(2,3)18(19(33)32(4)13-14-8-6-5-7-9-14)31-20(34)30-17-11-15(22(24,25)26)10-16(12-17)23(27,28)29/h5-12,18H,13H2,1-4H3,(H2,30,31,34)/t18-/m1/s1

InChI key

LTFFYVVCUVYZPE-GOSISDBHSA-N

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This Item
67701968153965671
assay

97%

assay

97%

assay

95%

assay

≥97%

form

solid

form

-

form

(Powder or Crystals or Solid or Chunks)

form

-

functional group

amide, fluoro, thiourea, amine, phenyl

functional group

fluoro

functional group

fluoro

functional group

fluoro, phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]20/D -57.0°, c = 1 in chloroform

optical activity

-

optical activity

[α]22/D -56°, c = 1 in chloroform

optical activity

-

mp

147-152 °C

mp

48-56 °C

mp

215-219 °C

mp

-

General description

(S)-2-[[3,5-Bis(trifluoromethyl)phenyl]thioureido]-N-benzyl-N,3,3-trimethylbutanamide is a chiral thiourea organocatalyst developed by the Jacobsen′s group for asymmetric organic synthesis.

Application

Versatile catalyst for reactions including the Mannich reaction.[1]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Divergent Stereoinduction Mechanisms in Urea-Catalyzed Additions to Imines
Wenzel, A.G.; Lalonde, M.P.; Jacobsen, E.N.
Synlett, 1919-1919 (2003)

Articles

Jacobsen's group have developed a range of chiral thioureas that are versatile, effective organocatalysts.

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