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Merck
CN

745103

Sigma-Aldrich

(2R)-N-[(1R)-1-(Hydroxydiphenylmethyl)-3-methylbutyl]-2-pyrrolidinecarboxamide

≥98.0% (HPLC)

Synonym(s):

(R)-N-((R)-1-Hydroxy-4-methyl-1,1-diphenylpentan-2-yl)pyrrolidine-2-carboxamide, N-[(1R)-1-(Hydroxydiphenylmethyl)-3-methylbutyl]-D-prolinamide

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About This Item

Empirical Formula (Hill Notation):
C23H30N2O2
CAS Number:
1088110-92-2
Molecular Weight:
366.50
Beilstein:
19106160
MDL number:
MFCD21647392
UNSPSC Code:
12352005
PubChem Substance ID:
329765728
NACRES:
NA.22

Key Documents

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Assay

≥98.0% (HPLC)

form

powder

optical activity

[α]/D 50.9±3°, c = 1 in chloroform

mp

194 °C±3 °C

functional group

amide
hydroxyl
phenyl

SMILES string

CC(C)C[C@@H](NC(=O)[C@H]1CCCN1)C(O)(c2ccccc2)c3ccccc3

InChI

1S/C23H30N2O2/c1-17(2)16-21(25-22(26)20-14-9-15-24-20)23(27,18-10-5-3-6-11-18)19-12-7-4-8-13-19/h3-8,10-13,17,20-21,24,27H,9,14-16H2,1-2H3,(H,25,26)/t20-,21-/m1/s1

InChI key

PWBULUUPVDXEQS-NHCUHLMSSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

C-NMR and H-NMR conforms to structure

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH2590
BCBH2590V

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Direction of Kinetically versus Thermodynamically Controlled Organocatalysis and Its Application in Chemoenzymatic Synthesis
Rulli, G., et al.
Angewandte Chemie (International Edition in English), 50, 1-5 (2011)
Monika Raj et al.
Organic letters, 8(18), 4097-4099 (2006-08-25)
We have demonstrated that a new class of l-proline-based organic compounds catalyzed the direct aldol reaction between aldehydes and acetone to provide beta-hydroxy ketones in good yields. The reaction is efficient, and 5-10 mol % of the catalyst and excellent

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