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Sku SC15-0478_250_MG
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Product Information

Product Name
(R)-(+)-5,5'-Bisdi(3,5-xylyl)phosphino-4,4'-bi-1,3-benzodioxole, min. 98% (R)-(+)-DM-SEGPHOS
Brand Name
US-Strem
Product Number
15-0478
CAS
850253-53-1
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11297101
IUPAC Name
4-5-bis(3,5-dimethylphenyl)phosphanyl-1,3-benzodioxol-4-yl-1,3-benzodioxol-5-yl-bis(3,5-dimethylphenyl)phosphane
InChI Key
XJJVPYMFHXMROQ-UHFFFAOYSA-N
SMILES
CC1=CC(=CC(=C1)P(C2=C(C3=C(C=C2)OCO3)C4=C(C=CC5=C4OCO5)P(C6=CC(=CC(=C6)C)C)C7=CC(=CC(=C7)C)C)C8=CC(=CC(=C8)C)C)C

Application

Technical Notes:
1. Biaryl bisphos phine ligand with narrow dihedral angle. The DM-SEGPHOS ligand, as the ruthenium complex, gives superior enantios electivity and diastereoselectivity in the asymmetric hydrogenation of a-substituted-ß-ketoesters. See 15-0066. 2.Copper catalyzed enantioselective 3 + 2 cycloaddition as a route to Y amino ketones and 3-pyrrolidinones.
3.Palladium catalyzed e nantioselective addition of malonates to dihydroisoquinolines.
4.Ruthenium catalyzod enantioselective synthesis of ß amino acids by hydroge nation
5.Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. See 44-0098 for Ru catalyst.
6.Diastereo- and enantioselective ruthenium- catalyzed hydrohydroxyalkylation of 2-silyl-butadienes.
7.Asymmetric 2 +2+2 cycloaddition.
8.Linear selective C-H activation.
9. Ligand used in the asymmetric hydrogenation of quinoxalines, benzoxazines and Benzothiazine .

References Data Source From Pubchem

Synthesis of Substituted Indolizidines

Publication Name: Science of Synthesis
Publication Date: 2026

Synthesis by Diborylation of Alkenes

Publication Name: Science of Synthesis
Publication Date: 2023

Cycloadditions

Publication Name: Science of Synthesis
Publication Date: 2022

Rhodium-Catalyzed Allylic Substitution

Publication Name: Science of Synthesis
Publication Date: 2022

Racemic α-Alkyl/Aryl-Substituted Ketones

Publication Name: Science of Synthesis
Publication Date: 2022