364010
(1R,2R)-(+)-1,2-二苯基乙二胺
97%
别名:
(1R,2R)- DPEDA, (1R,2R)-DPEN, (1R,2R)-(+)-1,2-二氨基-1,2-二苯基乙烷
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关于此项目
线性分子式:
[C6H5CH(NH2)-]2
化学文摘社编号:
分子量:
212.29
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2369988
Assay:
97%
InChI
1S/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14-/m1/s1
SMILES string
N[C@@H]([C@H](N)c1ccccc1)c2ccccc2
InChI key
PONXTPCRRASWKW-ZIAGYGMSSA-N
assay
97%
optical activity
[α]20/D +102°, c = 1 in ethanol
optical purity
ee: 99% (GLC)
mp
79-83 °C (lit.)
functional group
amine, phenyl
Quality Level
Application
通用应用：
- （1R,2R）-（+）-1,2-二苯基乙二胺（DPEN）是一种广泛使用的手性助剂和配体，用于合成不对称催化剂，如 BINAP /二胺-Ru 络合物，用于立体选择性加氢。
- 它可用于制备单磺酰基 DPEN-盐，用于催化各种酮类向马来酰亚胺的迈克尔加成反应。
- DPEN 衍生的手性三唑盐可用于催化对映选择性分子内的 Stetter 反应和氧二烯 狄尔斯-阿德尔反应。
- 醋酸锌配合物 DPEDA 衍生的配体也可用于催化亚胺的氢化硅烷化。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
(1R, 2R)-DPEN-derived triazolium salts for enantioselective oxodiene Diels?Alder reactions.
Rong Z Q, et al.
Tetrahedron, 67(48), 9329-9333 (2011)
Enantioselective hydrosilylation of imines catalyzed by chiral zinc acetate complexes.
Bezlada A, et al.
The Journal of Organic Chemistry, 81(1), 336-342 (2015)
trans?[RuCl2 (phosphane) 2 (1, 2?diamine)] and Chiral trans?[RuCl2 (diphosphane)(1, 2?diamine)]: Shelf?Stable Precatalysts for the Rapid, Productive, and Stereoselective Hydrogenation of Ketones.
Doucet H, et al.
Angewandte Chemie (International Edition in English), 37(12), 1703-1707 (1998)
Synthesis of (1 R, 2 R)-DPEN-derived triazolium salts and their application in asymmetric intramolecular Stetter reactions.
Jia M Q, et al.
Organic & Biomolecular Chemistry, 9(7), 2072-2074 (2011)
Christian Rummey et al.
Bioorganic & medicinal chemistry letters, 16(5), 1405-1409 (2005-12-03)
Dipeptidyl peptidase IV is a clinically validated target for type-2 diabetes and belongs to a family of peptidases with a quite unique post-proline cleavage specificity. Known inhibitors contain a limited number of molecular anchors occupying the small prototypical S1 pocket.
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