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665363

Sigma-Aldrich

(S,R,R)-(+)-(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

95% (HPLC)

别名:

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

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About This Item

经验公式（希尔记法）:
C36H30NO2P
CAS号:
497883-22-4
分子量:
539.60
MDL號碼:
MFCD08561138
分類程式碼代碼:
12352005
PubChem物質ID:
24884733
NACRES:
NA.22

品質等級

100

化驗

95% (HPLC)

mp

102-103 °C

官能基

amine
phenyl

SMILES 字串

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-/m1/s1

InChI 密鑰

LKZPDRCMCSBQFN-CLJLJLNGSA-N

相关类别

應用

手性亚磷酰胺配体，用于铜催化的高对映选择性共轭加成反应，该反应可将二烷基锌加成到各种 Michael 受体。也可用于二乙基锌介导的钯催化极性反转烯丙基化反应。
DSM MonoPhos Family of Highly Efficient Privileged Ligands

特點和優勢

Advantages of the MonoPhos® ligands:
  • Superior enantiocontrol in numerous transformations
  • High activities at low catalyst loadings
  • Hydrogenations under low-pressure conditions

法律資訊

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCJ8748
MKCF5150
MKBK9889V
01103CE

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Organic & Biomolecular Chemistry, 4, 1278-1278 (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
Privileged Ligands
Aldrich Chemfiles, 6(8), 7-7 null
Synlett, 1375-1375 (2001)
Oliver Knopff et al.
Organic letters, 4(22), 3835-3837 (2003-02-26)
[formula: see text] The zinc enolates, resulting from the copper-catalyzed enantioselective conjugate addition of dialkyl zinc reagents to cyclic and acyclic enones, could be trapped, quantitatively, as silyl enol ethers with TMSOTf in apolar solvents or with TMSCI and NEt3.

商品

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.

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.

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™ 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.

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