(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

Base Information

Chemical Name:(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate
CAS No.:1268444-62-7
Molecular Formula:C₂₇H₃₁ClN₂O₄S₂
Molecular Weight:547.139
Hs Code.:

Synonyms:(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

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Chemical Property of (-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

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Technology Process of (-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

There total 2 articles about (-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

: 121-73-3
3-Nitrochlorobenzene

: 1268444-44-5
(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)glycinate

: 1268444-62-7
(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

Guidance literature:: 3-Nitrochlorobenzene; (-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)glycinate; With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 0.5h; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 - 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.3998/ark.5550190.0012.608

Reference yield:

: 65253-04-5
(-)-8-phenylmenthol

: 1268444-62-7
(-)-8-phenylmenthyl N-(1,3-dithiolan-2-ylidene)-α-(2-chloro-4-nitrophenyl)glycinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; dicyclohexyl-carbodiimide / tetrahydrofuran / 22 h / 0 - 20 °C

2.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

3.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With hydrogenchloride; dmap; potassium tert-butylate; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.3998/ark.5550190.0012.608