추천 제품
Grade
technical grade
Quality Level
분석
90%
형태
solid
mp
43-47 °C (lit.)
작용기
azo
phenyl
저장 온도
2-8°C
SMILES string
O=C(OCc1ccccc1)\N=N\C(=O)OCc2ccccc2
InChI
1S/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2/b18-17+
InChI key
IRJKSAIGIYODAN-ISLYRVAYSA-N
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일반 설명
Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides.
애플리케이션
Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives.
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
표적 기관
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Gloves
이미 열람한 고객
Shengming Ma et al.
Organic letters, 6(13), 2193-2196 (2004-06-18)
[reaction: see text] Optically active pyrazolidine derivatives have been constructed by the Cu- and Pd-catalyzed asymmetric one-pot tandem addition-cyclization reaction of 2-(2',3'-dienyl)-beta-ketoesters, organic halides, and dibenzyl azodicarboxylate. The absolute configurations of the final products depend on the structure of the
[4+ 2] Cycloaddition reaction of dibenzyl azodicarboxylate and glycals.
Leblanc Y, et al.
Journal of the American Chemical Society, 111(8), 2995-3000 (1989)
Andrea Nuzzi et al.
Organic letters, 10(20), 4485-4488 (2008-09-16)
Non-natural axially and equatorially linked C-glycosyl alpha-amino acids (glycines, alanines, and CH2-serine isosteres) with either S or R alpha-configuration were prepared by D- and L-proline-catalyzed (de >95%) alpha-amination of C-glycosylalkyl aldehydes using dibenzyl azodicarboxylate as the electrophilic reagent.
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