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682322

Sigma-Aldrich

(R)-N-Methyl-N-diphenylphosphino-1-[(S)-2-diphenylphosphino)ferrocenyl]ethylamine

≥96%

Synonym(s):

(1R)-1-(Diphenylphosphino)-2-[(1R)-1-[(diphenylphosphino)methylamino]ethyl]ferrocene, Methyl-BoPhoz

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About This Item

Empirical Formula (Hill Notation):
C37H35FeNP2
CAS Number:
406680-94-2
Molecular Weight:
611.47
MDL number:
MFCD05865220
UNSPSC Code:
12352005
PubChem Substance ID:
329760488
NACRES:
NA.22

Quality Level

100

assay

≥96%

form

solid

mp

108.7-113.6 °C

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(c3ccccc3)c4ccccc4)N(C)P(c5ccccc5)c6ccccc6

InChI

1S/C32H30NP2.C5H5.Fe/c1-26(33(2)35(29-20-11-5-12-21-29)30-22-13-6-14-23-30)31-24-15-25-32(31)34(27-16-7-3-8-17-27)28-18-9-4-10-19-28;1-2-4-5-3-1;/h3-26H,1-2H3;1-5H;/t26-;;/m1../s1

InChI key

ZIAZHUWEJYUGEO-FBHGDYMESA-N

Related Categories

Application

(R)-N-Methyl-N-diphenylphosphino-1-[(S)-2-diphenylphosphino)ferrocenyl]ethylamine-rhodium complex can efficiently catalyze the asymmetric hydrogenation of 2-tert-butoxycarbonylamino-3-cyclopropylacrylic acid benzyl ester to form (S)-2-tert-butoxycarbonylamino-3-cyclopropylpropionic acid benzyl ester.
Efficient ligand for asymmetric hydrogenation

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US6590115 and any patents arising therefrom apply.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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The preparation of enantiomerically pure cyclopropylalanine.
Boaz NW, et al.
Tetrahedron Asymmetry, 14(22), 3575-3580 (2003)

Articles

P-Phos, PhanePhos and BoPhoz™ Ligands

The P-Phos ligand family was developed by Professor Chan of Hong Kong Polytechnic University and licensed to JM CCT in 2002. P-Phos is an atropisomeric biaryl bisphosphine with the unique feature of incorporating two methoxy-substituted pyridine rings in the backbone.

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