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(S,S)-(+)-1,2-Bis[(o-methoxyphenyl)(phenyl)phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 95%

Catalog Number
ACM71423546-2
Product Name
(S,S)-(+)-1,2-Bis[(o-methoxyphenyl)(phenyl)phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 95%
Structure
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CAS
71423-54-6
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Synonyms
71423-54-6;MFCD01074456;(S,S)-(+)-1,2-BIS[(O-METHOXYPHENYL)(PHENYL)PHOSPHINO]ETHANE(1,5-CYCLOOCTADIENE)RHODIUM(I) TETRAFLUOROBORATE;RH-(S,S)-DIPAMP;SC10327;(1Z,5Z)-cycloocta-1,5-diene,(S)-(2-methoxyphenyl)-[2-[(2-methoxyphenyl)-phenylphosphanyl]ethyl]-phenylphosphane,rhodium,tetrafluoroborate;[((S,S)-1,2-BIS[(2-METHOXYPHENYL)(PHENYL)PHOSPHINO]ETHANE)(1,5-CYCLOOCTADIENE)RHODIUM(I)] TETRAFLUOROBORATE;[[(S,S)-1,2-ETHANEDIYL-BIS-[(2-METHOXYPHENYL)-PHENYLPHOSPHINE]]-(1,5-CYCLOOCTADIENE)-RHODIUM(I)]-TETRAFLUOROBORATE;
IUPAC Name
(1Z,5Z)-cycloocta-1,5-diene;(S)-(2-methoxyphenyl)-[2-[(2-methoxyphenyl)-phenylphosphanyl]ethyl]-phenylphosphane;rhodium;tetrafluoroborate;
Molecular Weight
756.371g/mol
Molecular Formula
C36H40BF4O2P2Rh-;
Canonical SMILES
[B-](F)(F)(F)F.COC1=CC=CC=C1P(CCP(C2=CC=CC=C2)C3=CC=CC=C3OC)C4=CC=CC=C4.C1CC=CCCC=C1.[Rh];
InChI
InChI=1S/C28H28O2P2.C8H12.BF4.Rh/c1-29-25-17-9-11-19-27(25)31(23-13-5-3-6-14-23)21-22-32(24-15-7-4-8-16-24)28-20-12-10-18-26(28)30-2;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h3-20H,21-22H2,1-2H3;1-2,7-8H,3-6H2;;/q;;-1;/b;2-1-,8-7-;;/t31-,32-;;;/m0.../s1;
InChI Key
DCGUTTVLWMBBAX-MPKHXIGSSA-N;
Complexity
563
Covalently-Bonded Unit Count
4
Defined Atom Stereocenter Count
2
Defined Bond Stereocenter Count
2
Exact Mass
756.159g/mol
Formal Charge
-1
H-Bond Acceptor
7
Heavy Atom Count
46
Monoisotopic Mass
756.159g/mol
Rotatable Bond Count
9
Topological Polar Surface Area
18.5A^2
Application
(S,S)-(+)-1,2-Bis[(o-methoxyphenyl)(phenyl)phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, with a minimum purity of 95%, serves as a highly effective enantioselective catalyst. Its primary purpose is to facilitate the asymmetric hydrogenation of various substituted dehydroalanines, leading to the production of N-protected amino acids. Additionally, it is notably efficient in the asymmetric reduction of pentapeptides that possess unsaturated phenylalanine (Phe) or tyrosine (Tyr) linkages, converting them into enkephalin, a crucial brain peptide hormone. Beyond these applications, the catalyst excels in the asymmetric reduction of enol acetates to their corresponding esters and is instrumental in the preparation of chiral 2-substituted succinic acid derivatives.
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