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Merck

452823

Sigma-Aldrich

(+)-双[(R)-1-苯基乙基]胺

99%

别名:

(+)-双[(R)-α-甲苄基]胺, [R-(R*,R*)]-(+)-双(α-甲苄基)胺

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About This Item

线性分子式:
[C6H5CH(CH3)]2NH
CAS号:
分子量:
225.33
Beilstein:
3590931
MDL號碼:
分類程式碼代碼:
12352116
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

光學活性

[α]20/D +199.0°, neat

光學純度

ee: ≥99% (GLC)

折射率

n20/D 1.5523 (lit.)

bp

86 °C/0.05 mmHg (lit.)

密度

0.985 g/mL at 25 °C (lit.)

官能基

amine
phenyl

SMILES 字串

C[C@@H](N[C@H](C)c1ccccc1)c2ccccc2

InChI

1S/C16H19N/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16/h3-14,17H,1-2H3/t13-,14-/m1/s1

InChI 密鑰

NXLACVVNHYIYJN-ZIAGYGMSSA-N

應用

(+)-双[(R)-1-苯基乙基]胺可用于:
  • β-氨基酸的合成。
  • 制备具有手性C(19)-C(26)和C(27)-C(32)部分的scytophycin C。
  • 在前手性酮的去质子化中诱导对映选择性。
  • 作为通过曼尼希缩合反应合成手性酚盐配体的原料。
  • 合成手性亚磷酰胺配体。
  • 制备手性环状异亚胺盐,其可进一步用于通过Diels-Alder反应合成手性内酯。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

>235.4 °F - closed cup

閃點(°C)

> 113 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Javier Francos et al.
Dalton transactions (Cambridge, England : 2003), 43(3), 1408-1412 (2013-11-10)
A study has been conducted to determine whether lithium magnesiates are feasible candidates for the enantioselective deprotonation of 4-alkylcyclohexanones. The commercially available chiral amine (+)-bis[(R)-1-phenylethyl]amine (2-H) was utilised to induce enantioselection. When transformed to its lithium salt and combined with
Robert K Boeckman et al.
Organic letters, 12(20), 4524-4527 (2010-09-17)
Diels-Alder reactions of cyclic isoimidium salts are described. The corresponding cycloadducts are obtained with high regio- and stereoselectivity. The use of homochiral cyclic isoimidium salts delivers cycloadducts with excellent diastereoselectivity (>99:1) that can be efficiently converted to enantiomerically pure lactones.
Davies, S.G. Ichihara, O.
Tetrahedron Asymmetry, 2, 183-183 (1991)
Synthesis and Characterization of New Chiral Monoanionic [ON] Ancillary Phenolate Ligands
Binda P, et al.
International Journal of Organic Chemistry, 4(03), 182-182 (2014)
Kevin W Hunt et al.
Organic letters, 4(2), 245-248 (2002-02-14)
[reaction: see text] An efficient strategy for transforming meso-oxabicyclo[3.2.1]octenone 1 into optically active intermediates for macrolide synthesis has been developed. The direct bridgehead opening of optically active oxabicyclo[3.2.1]octene derivative 2 with hydride or a silyl ketene acetal utilizing the highly

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