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663085

(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid

97%

Synonym(s):

(5S)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone dichloroacetic acid

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About This Item

Empirical Formula (Hill Notation):
C15H20Cl2N2O3
CAS Number:
345358-20-5
Molecular Weight:
347.24
NACRES:
NA.22
PubChem Substance ID:
24884183
UNSPSC Code:
12352005
MDL number:
MFCD08276841

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InChI

1S/C13H18N2O.C2H2Cl2O2/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;3-1(4)2(5)6/h4-8,11,14H,9H2,1-3H3;1H,(H,5,6)/t11-;/m0./s1

SMILES string

OC(=O)C(Cl)Cl.CN1C(=O)[C@H](Cc2ccccc2)NC1(C)C

InChI key

YZRAPAXOLQHZSE-MERQFXBCSA-N

assay

97%

mp

122-126 °C

functional group

carboxylic acid, chloro, phenyl

Quality Level

100

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This Item
663069668540421650
(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid 97%

Sigma-Aldrich

663085

(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid

(5R)-(+)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride 97%

Sigma-Aldrich

663069

(5R)-(+)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride

(2S,5S)-(–)-5-Benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone 95%

Sigma-Aldrich

668540

(2S,5S)-(–)-5-Benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone

(2S-cis)-(−)-5-Benzyl-3,6-dioxo-2-piperazineacetic acid 97%

Sigma-Aldrich

421650

(2S-cis)-(−)-5-Benzyl-3,6-dioxo-2-piperazineacetic acid

assay

97%

assay

97%

assay

95%

assay

97%

functional group

carboxylic acid, phenyl, chloro

functional group

phenyl

functional group

phenyl

functional group

carboxylic acid, phenyl

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

122-126 °C

mp

157-161 °C

mp

-

mp

270-272 °C (lit.)

Application

Utilized in the first example of organocatalytic enantioselective α-fluorination of aldehydes.[1]

Legal Information

U.S. Pat. 6,369,243 and related patents apply. For research purposes only.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG7340
MKBG3031V
MKBD0849
10829BJ
07728LD

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Find documentation for the products that you have recently purchased in the Document Library.

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Teresa D Beeson et al.
Journal of the American Chemical Society, 127(24), 8826-8828 (2005-06-16)
The first direct enantioselective catalytic alpha-fluorination of aldehydes has been accomplished. The use of enamine catalysis has provided a new organocatalytic strategy for the enantioselective fluorination of aldehydes to generate alpha-fluoro aldehydes, an important chiral synthon for medicinal agent synthesis.

Articles

Macmillan Imidazolidinone Organocatalysts

Discover Professor David MacMillan's groundbreaking metal-free asymmetric catalysis using imidazolidinone-based organocatalysts for versatile transformations.

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