Skip to Content
Merck
All Photos(3)

Key Documents

668370

Sigma-Aldrich

(S,S)-(+)-2,6-Bis[2-(hydroxydiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenol

95%

Synonym(s):

(S,S)-2,6-Bis[2-(hydroxydiphenylmethyl)pyrrolidin-1-ylmethyl]-4-methylphenol, Trost (S,S)-Bis-ProPhenol Ligand

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C43H46N2O3
Molecular Weight:
638.84
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

optical activity

[α]/D +50°, c = 1 in chloroform

impurities

≤6% dichloromethane and/or diethylether

mp

93-102 °C

functional group

hydroxyl
phenyl

SMILES string

Cc1cc(CN2CCC[C@H]2C(O)(c3ccccc3)c4ccccc4)c(O)c(CN5CCC[C@H]5C(O)(c6ccccc6)c7ccccc7)c1

InChI

1S/C43H46N2O3/c1-32-28-33(30-44-26-14-24-39(44)42(47,35-16-6-2-7-17-35)36-18-8-3-9-19-36)41(46)34(29-32)31-45-27-15-25-40(45)43(48,37-20-10-4-11-21-37)38-22-12-5-13-23-38/h2-13,16-23,28-29,39-40,46-48H,14-15,24-27,30-31H2,1H3/t39-,40-/m0/s1

InChI key

NEOVWBNAXIBNRT-ZAQUEYBZSA-N

Application

A useful catalyst in asymmetric aldol, Henry, and Mannich-type reactions.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2

Supplementary Hazards

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Barry M Trost et al.
Journal of the American Chemical Society, 127(11), 3666-3667 (2005-03-18)
Direct asymmetric aldol reactions constitute a powerful methodology for the efficient synthesis of complex natural products. Herein we report the first application of our recently reported dinuclear Zn-catalyzed direct aldol addition of alkynyl ketones to aldehydes in a short and

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service