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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:
Molecular Weight:
611.47
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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

Articles

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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