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665290

Sigma-Aldrich

(S,S,S)-(+)-(3,5-二氧杂-4-磷杂环庚二烯并[2,1-a:3,4-a']二萘-4-基)二(1-苯基乙基)胺

97%

别名:

(+)-N,N-Bis[(1S)-1-phenylethyl]- dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin- 4-amine, (11bR)

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100 MG
$123.00
500 MG
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About This Item

经验公式（希尔记法）:
C36H30NO2P
CAS号:
380230-02-4
分子量:
539.60
MDL编号:
MFCD04117688
UNSPSC代码:
12352005
PubChem化学物质编号:
24884726
NACRES:
NA.22

$123.00

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方案

97%

表单

solid

mp

88-89 °C

官能团

amine
phenyl

SMILES字符串

C[C@H](N([C@@H](C)c1ccccc1)P2Oc3ccc4ccccc4c3-c5c(O2)ccc6ccccc56)c7ccccc7

InChI

1S/C36H30NO2P/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40/h3-26H,1-2H3/t25-,26-/m0/s1

InChI key

LKZPDRCMCSBQFN-UIOOFZCWSA-N

相关类别

应用

高效特权配体 DSM MonoPhos 家族
手性亚磷酰胺配体，用于向多种 Michael 受体中添加高对映选择性铜催化的共轭二烷基锌。[1][2] [3] 也用于钯催化的二乙基锌介导的烯丙基化。[4]
本品可作为配体用于：
  • 铱催化的非环非手性烯丙基碳酸酯与硅酸钾的烯丙基醚化反应，生成手性烯丙基醇。[5]
  • 钯催化 N -tosyl 和 N -苄基碳酸酯的不对称烯丙基环化，分别形成相应的的吡咯烷和哌啶衍生物。[6]
  • 分子内铱催化 ( E )-烯丙基甲基碳酸酯的烯丙基环化反应，生成 2,5- 反式 / 顺式 吡咯烷衍生物。[7]

特点和优势

MonoPhos ® 配体的优势：[8]
  • 在众多的变换中具有优越的对映控制
  • 低催化剂负载量下的高活性
  • 低压条件下的氢化

法律信息

经 DSM 授权销售，仅供研究使用。
MonoPhos is a registered trademark of DSM IP Assets B.V.

储存分类代码

11 - 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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV5386
MKCR0203
MKCL6891
MKCK6164
MKCH8245

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(-)-双[(S)-1-苯基乙基]胺 99%

Sigma-Aldrich

433810

(-)-双[(S)-1-苯基乙基]胺

Enantioselective synthesis of N-heterocycles via intramolecular Pd (0)-catalysed allylic amination.
Olszewska B, et al.
Tetrahedron, 69(46), 9551-9556 (2013)
Asymmetric synthesis of 2, 5-disubstituted 3-hydroxypyrrolidines based on stereodivergent intramolecular iridium-catalyzed allylic aminations.
Natori Y, et al.
Organic & Biomolecular Chemistry, 12(12), 1983-1994 (2014)
Marcovic', D.; Hartwig, J. F.
Journal of the American Chemical Society, 129 (2007)
Iridium-Catalyzed Enantioselective Synthesis of Allylic Alcohols: Silanolates as Hydroxide Equivalents.
Lyothier I, et al.
Angewandte Chemie (International Edition in English), 45(37), 6204-6207 (2006)
Jorge Esquivias et al.
The Journal of organic chemistry, 70(18), 7451-7454 (2005-08-27)
[reaction: see text] The enantioselective catalytic 1,4-addition to alpha,beta-unsaturated ketimines is an unprecedented process. Herein, we document the copper-catalyzed addition of dialkylzinc reagents to (2-pyridylsulfonyl)imines of chalcones. This process occurs rapidly in the presence of a chiral phosphoramidite ligand to
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商品

DSM MonoPhos™ Ligands

DSM collaboration offers MonoPhos™ ligands for research, based on the BINOL platform by Feringa and co-workers.

相关内容

DSM MonoPhos™ Ligands

In collaboration with DSM, we are pleased to offer a range of MonoPhos™ ligands for the research market.† Feringa and co-workers have invented a diverse array of these chiral, monodentate phosphoramidites based on the privileged BINOL platform.

DSM MonoPhos Family

A diverse array of these chiral, monodentate phosphoramidites based on the privileged BINOL platform. The MonoPhos™ family has exhibited high levels of enantiocontrol in synthetic transformations ranging from metal-catalyzed asymmetric 1,4-additions of organometallic reagents to allylic alkylations to desymmetrization of meso-cycloalkene oxides.

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