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685860

Sigma-Aldrich

(1R,2R)-1,2-双(2-羟苯基)乙烯二胺

95% (HPLC)

同義詞:

(1R,2R)-1,2-双(2-羟苯基)-1,2-乙二胺, (R,R) -1,2-双(2-羟基苯基)亚乙基二胺, (R,R) -1,2-双(2-羟苯基)-1,2-乙二胺, (R,R) -1,2-双(2-羟苯基)乙二胺

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About This Item

經驗公式（希爾表示法）:
C14H16N2O2
CAS號碼:
870991-70-1
分子量：:
244.29
MDL號碼:
MFCD09751760
分類程式碼代碼:
12352116
PubChem物質ID:
24885846
NACRES:
NA.22

化驗

95% (HPLC)

形狀

powder

光學活性

[α]22/D +62°, c = 1% in chloroform

mp

157-163 °C

官能基

amine

SMILES 字串

N[C@@H]([C@H](N)c1ccccc1O)c2ccccc2O

InChI

1S/C14H16N2O2/c15-13(9-5-1-3-7-11(9)17)14(16)10-6-2-4-8-12(10)18/h1-8,13-14,17-18H,15-16H2/t13-,14-/m1/s1

InChI 密鑰

MRNPLGLZBUDMRE-ZIAGYGMSSA-N

一般說明

(1R, 2R)-1,2-双(2-羟苯基)乙烯二胺或称(R, R)-1,2-双(2-羟苯基)-1,2-二氨基乙烷（HPEN）常用于对映体纯化合物的立体选择性合成。

應用

(1R,2R)-1,2-双(2-羟苯基)乙烯二胺可用作合成以下化合物的前体：
  • 对映体纯反式-3-芳基哌嗪-2-羧酸衍生物，通过氮杂-Cope重排(DCR)
  • 4,4′-(1,2-二铵乙烷-1,2-二基）二苯甲酸盐三水合物，通过对苯二酸处理。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
MKCP5623
MKCM7937
MKCL7014
MKCK3589
MKCG7386

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Synthesis of Enantiopure Mixed Alkyl-Aryl Vicinal Diamines by the Diaza-Cope Rearrangement: A Synthesis of (+)-CP-99,994.
Kim, Miji and Kim, Hyeseung and Kim, Hyunwoo and Chin, Jik
The Journal of Organic Chemistry, 82(23), 12050-12058 (2017)
4, 4?-(1, 2-Diazaniumylethane-1, 2-diyl) dibenzoate trihydrate
Numata T, et al.
IUCrData, 1(2), x160252-x160252 (2016)
An efficient synthesis of chiral diamines with rigid backbones: Application in enantioselective michael addition of malonates to nitroalkenes.
Zhu, Qiming and Huang, Hanmin and Shi, Dengjian and Shen, Zhiqiang and Xia, Chungu
Organic Letters, 11(20), 4536-4539 (2009)
Short synthesis of enantiopure trans-3-arylpiperazine-2-carboxylic acid derivatives via diaza-Cope rearrangement
Kwon SH, et al.
Organic Letters, 14(14) (2012)
Stereospecific synthesis of C 2 symmetric diamines from the mother diamine by resonance-assisted hydrogen-bond directed diaza-Cope rearrangement.
Kim H, et al.
Journal of the American Chemical Society, 130(36), 12184-12191 (2008)

文章

Chiral Vicinal Diamines for Asymmetric Synthesis

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.

相關內容

Chin Group – Professor Product Portal

The Chin group is interested in computational and experimental approaches to understanding stereoselective recognition and catalysis. Their studies in weak forces (H-bonding, electronic and steric effects) has led to a highly efficient method for making limitless varieties of chiral vicinal diamines from the 'mother diamine' that are useful for developing stereoselective organocatalysts or transition metal-based catalysts as well as for developing drugs (Acc Chem Res (2012) p1345). The 'mother diamine' is also useful for making binol, monophos and binap analogs. The Chin group is also interested in using reversible covalent bonds for stereoselective recognition and L to D conversion of natural and non-natural amino acids (EJOC (2012) p229).

我們的科學家團隊在所有研究領域都有豐富的經驗，包括生命科學、材料科學、化學合成、色譜、分析等.

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