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CAS: 210169-40-7
分子式: C74H100O8P2
分子量: 1179.54
中文名称: 
(S)-(+)-5,5'-双[二(3,5-二叔丁基-4-甲氧基苯基)膦]-4,4'-二-1,3-苯并二氧戊环
(S)-(+)-4,4'-双[二(3,5-二叔丁基-4-甲氧基苯基)膦]-3,3'-二(1,2-亚甲基二氧苯)
英文名称: 
(S)-(+)-dtbm-segphos®
(S)-(+)-dtbm-segphos?
(S)-(+)-5,5'-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole
(S)-(+)-4,4'-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-3,3'-bi(1,2-methylenedioxybenzene)
推荐供应商
货号品牌产品名称规格包装、参考价格详情
S807818MACKLIN(|S|)-(+)-5,5'-双[二(3,5-二-T-丁基-4-甲氧基苯)磷]-4,4'-BI-1,3-苯二恶唑98%60元/100mg;   250元/500mg;   450元/1g;   1926元/5g;   7999元/25g;   展开
储存:室温
状态:白色到浅黄色到浅橙色粉末到晶体
D4500TCI(S)-(+)-DTBM-SEGPHOS?>99.0%(HPLC)475元/200MG;   1495元/1G;   展开

基本信息

纯度/分析方法>99.0%(HPLC)
分子式/分子量C74H100O8P2 = 1179.55
外观与形状(20℃)固体
储存在惰性气体下存放于惰性气体之中
应避免的情况空气
包装和容器 200MG-带有塑料内管的玻璃瓶 (查看图片)
Reaxys-RN22806358
PubChem物质ID253659923
MDL编号MFCD09753003

技术规格

AppearanceWhite to Light yellow to Light orange powder to crystal
Purity(HPLC)min. 99.0 area%
Optical purity(LC)min. 99.0 ee%
15-0067Strem(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxolemin. 98%713元/250mg;   1975元/1g;   5115元/5g;   展开

Technical Notes:

1. Biaryl bisphosphine ligand with narrow dihedral angle. The DTBM SEGPHOS® ligand, as the

ruthenium complex, gives superior enantioselectivity and diaste reoselectivity through dynamic kinetic resolution in the asymmetric hydrogenation of a-substituted-ß-ketoesters useful in the synthesis of carbapenum antibiotics.

2. With rhodium, preferential enantioselective hydrogenation of more reactive olefin of extended enone structure .

3.Rhodium catalyzed chemo-, regio, and entantioselective 2 + 2 + 2 cycloaddition of alkynes with isocyanates .

4.With copper, enantioselective cross Aldol-type reaction of acetonitrile.4

5.With copper, enantioselective vinylsilane alkenylation of aldehydes .5

6.Gold carbene mediated stereoselective cyclopropanation of propargyl esters.

7.With copper, enantioselective 1,2 -reduction of ketones, and 1 ,4-reduction of a a,ß-usaturatedesters.

8.With copper, catalytic enantioselective Mannich-type reaction.

9.Enantioselective fluorination of b ß-keto esters, tert- butoxycarbonyl lactones and lactmes with Sodeoka's Pd-aqua complex and a fluorinating reagent.

10.Rh-catalyzed intramolecular olefin or carbonyl hydroacylation. 10

11.Pd-catalyzed y-arylation of ß,y-unsaturated ketones.

12Involved in numerous conjugate alkynylation, and ring-opening alkynylation of

azabenzonorbornadienes.

13.Involved in asymmetric hydroamination of bicyclic alkenes/die nes, 13a diamination of conjugated dienes,sb and hydroalkoxylation/hydrosulfenylation of allenes.se

14.Used in cycloaddition reactions such as 1,3-dipolar cycloaddition of azomethine ylides, and Au-catalyzed 2 +2 cycoaddition of allenes.

15.Asymmetric conjugate addition of nitroalkanes to a,ß-usaturated thioamides.

16.Asymmetric synthesis of isothiazoles through Cu catalyzed conjugate addition of allyl cyanide to a,ß-usaturated thioamides .

17.Asymmetric Ag-catalyzed cycloadditions."

18.Rhodium-catalyzed c c bond cleavage to generate acyclic, asymmetric quaternary centers.

19.Iridium-catalyzed intermolecular hydroamidation of olefins .

20.Iridium-catalyzed intermolecular hydroamidation of olefins.

21.CuH-catalyzed asymmetric hydroamination of olefins.

692980Sigma-Aldrich(S)-DTBM-SEGPHOS®≥94%264.1元/100 MG;   1722.02元/1 G;   展开

产品说明

应用

作为以下反应的催化配体:

  • 通过α,β-不饱和酮的对映选择性还原反应,对映选择性合成仲烯丙醇
  • 通过铑催化的烯丙基或丙二烯环丁醇的重排,立体选择性制备环己酮衍生物
  • 铜催化的β-取代不饱和膦酸酯的不对称共轭还原,得到光学活性的β-立体异构烷基膦酸酯
  • 通过对映选择性C-C键活化和丙二烯环丁醇的扩环反应实现Rh催化的去对称化反应,从而不对称合成环己烯酮
  • 通过Rh催化的[2+2+2]环加成反应,实现P-立体异构炔基氧化膦的对映选择性合成及晶体结构分析

用于不对称反应的Takasago配体和复合物

包装

1 g in glass bottle
50, 100 mg in glass insert

法律信息

与 Takasago 联合销售,仅供研究之用。日本注册号3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

基本信息

经验(实验)分子式C74H100O8P2
分子量1179.53
MDL编号MFCD09753003
PubChem化学物质编号329761548
NACRESNA.22

产品性质

质量水平100
测定≥94%
SMILES stringCOc1c(cc(cc1C(C)(C)C)P(c2cc(c(OC)c(c2)C(C)(C)C)C(C)(C)C)c3ccc4OCOc4c3-c5c6OCOc6ccc5P(c7cc(c(OC)c(c7)C(C)(C)C)C(C)(C)C)c8cc(c(OC)c(c8)C(C)(C)C)C(C)(C)C)C(C)(C)C
InChI1S/C74H100O8P2/c1-67(2,3)47-33-43(34-48(61(47)75-25)68(4,5)6)83(44-35-49(69(7,8)9)62(76-26)50(36-44)70(10,11)12)57-31-29-55-65(81-41-79-55)59(57)60-58(32-30-56-66(60)82-42-80-56)84(45-37-51(71(13,14)15)63(77-27)52(38-45)72(16,17)18)46-39-53(73(19,20)21)64(78-28)54(40-46)74(22,23)24/h29-40H,41-42H2,1-28H3
InChI keyZNORAFJUESSLTM-UHFFFAOYSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
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