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696064

(S)-C₃-TunePhos

Name: (<I>S</I>)-C<SUB>3</SUB>-TunePhos
Brand: ALDRICH

别名:

(S)-二(二苯基膦基)-7,8-二氢-6H-二苯并[f,h][1,5]二噁壬英

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About This Item

经验公式（希尔记法）:

C₃₉H₃₂O₂P₂

CAS号:

486429-99-6

分子量:

594.62

MDL编号:

MFCD06658115

UNSPSC代码:

12352005

PubChem化学物质编号:

329761796

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(R)-BINAP

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(R)-DTBM-SEGPHOS^®

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(S,S′,R,R′)-TangPhos-铑络合物

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(R)-H₈-BINAP

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rac-BINAP

Sigma-Aldrich

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(R)-(–)-4,12-双[二(3,5-二甲苯基)膦]-[2.2]-对环芳烷

表单

powder

InChI

1S/C39H32O2P2/c1-5-16-30(17-6-1)42(31-18-7-2-8-19-31)36-26-13-24-34-38(36)39-35(41-29-15-28-40-34)25-14-27-37(39)43(32-20-9-3-10-21-32)33-22-11-4-12-23-33/h1-14,16-27H,15,28-29H2

InChI key

GTIXSUJKFAATAE-UHFFFAOYSA-N

应用

在钌催化的 β-酮酯、环 β-(酰胺基)丙烯酸酯和 α-邻苯二甲酰亚胺酮的不对称性氢化反应中可以提供与 BINAP 相当或更好的对映选择性以及催化能力。

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Reactant for:

Asymmetric hydrogenation of ketones with TunePhos/diamine/ruthenium complexes
Stereoselective preparation of arylalkyl esters via enantioselective hydrogenation of enol acetates

Precatalyst for:

Enantioselective iridium-catalyzed carbonyl allylation from alcohol or aldehyde by transfer hydrogenative coupling of allyl acetate

Catalyst for:

Enantioselective hydrogenation of a-keto esters to a-hydroxy esters using Ru-tunephos catalysts

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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Synthesis of chiral bisphosphines with tunable bite angles and their applications in asymmetric hydrogenation of beta-ketoesters.

Z Zhang et al.

The Journal of organic chemistry, 65(19), 6223-6226 (2000-09-16)

Enantioselective hydrogenation of tetrasubstituted olefins of cyclic beta-(acylamino)acrylates.

Wenjun Tang et al.

Journal of the American Chemical Society, 125(32), 9570-9571 (2003-08-09)

Hydrogenation of a series of cyclic beta-(acylamino)acrylates with tetrasubstituted olefins has been accomplished successfully with the use of Ru catalysts with chiral biaryl ligands such as C3-TunaPhos, and up to over 99% ee's have been achieved. This methodology provides an

Highly enantioselective asymmetric hydrogenation of alpha-phthalimide ketone: an efficient entry to enantiomerically pure amino alcohols.

Aiwen Lei et al.

Journal of the American Chemical Society, 126(6), 1626-1627 (2004-02-12)

A new type of alpha-phthalimide ketones was hydrogenated in excellent enantioselectivity by using a Ru-(C3-TunePhos) complex as the catalyst. Up to 10 000 turnovers have been achieved in more than 99% ee in the hydrogenation reaction. A dynamic kinetic resolution

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