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Merck
CN

467073

Sigma-Aldrich

(3aS,3′aS,8aR,8′aR)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

98%

别名:

[3aS-[2(3′aR*,8′aS*),3′aα,8′aα]]-(-)-2,2′-亚甲基双[3a,8a-二氢-8H-茚并[1,2-d]噁唑]

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关于此项目

经验公式（希尔记法）:
C21H18N2O2
CAS Number:
175166-49-1
分子量:
330.38
MDL编号:
MFCD00799561
UNSPSC代码:
12352005
PubChem化学物质编号:
24870382
NACRES:
NA.22

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方案

98%

表单

solid

旋光性

[α]22/D −355°, c = 3.7 in chloroform

mp

215-219 °C (lit.)

官能团

ether

SMILES字符串

C1[C@H]2OC(CC3=N[C@@H]4[C@H](Cc5ccccc45)O3)=N[C@@H]2c6ccccc16

InChI

1S/C21H18N2O2/c1-3-7-14-12(5-1)9-16-20(14)22-18(24-16)11-19-23-21-15-8-4-2-6-13(15)10-17(21)25-19/h1-8,16-17,20-21H,9-11H2/t16-,17-,20+,21+/m1/s1

InChI key

BDHSVQLSNIGJNC-JYWFKMLOSA-N

应用

(3aS,3′aS,8aR,8′aR)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] can be used as a chiral ligand:
  • In the preparation of oxazole α-hydroxy esters through intermolecular Alder-Ene reaction.
  • In the atom transfer radical polymerization reactions of methyl methacrylate.
  • In the copper-catalyzed synthesis of isoxazolidine derivatives by reacting nitrone with α,β-unsaturated acyl phosphonate.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
10027CH
04405CH
14115AR
09205LO

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Sequential Au/Cu Catalysis: A Two Catalyst One-Pot Protocol for the Enantioselective Synthesis of Oxazole ?-Hydroxy Esters via Intramolecular Cyclization/Intermolecular Alder-Ene Reaction
Nalivela KS, et al.
Advanced Synthesis & Catalysis, 360(11), 2183-2190 (2018)
Highly Efficient Atom Transfer Radical Polymerization System Based on the SaBOX/Copper Catalyst
Chen Z, et al.
Macromolecules, 52(24), 9792?9798-9792?9798 (2019)
Cu (II)-catalyzed enantioselective 1, 3-dipolar cycloaddition of nitrones with α,β-unsaturated acyl phosphonates
Xie L, et al.
Tetrahedron, 73(20), 2923-2930 (2017)
Sequential Au/Cu Catalysis: A Two Catalyst One-Pot Protocol for the Enantioselective Synthesis of Oxazole ?-Hydroxy Esters via Intramolecular Cyclization/Intermolecular Alder-Ene Reaction
Nalivela KS, et al.
advanced synthesis and catalysis, 360(11), 2183-2190 (2018)

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