Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)-

Base Information

Chemical Name:Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)-
CAS No.:142890-29-7
Molecular Formula:C22H21NO4
Molecular Weight:363.413
Hs Code.:

Synonyms:

Suppliers and Price of Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)-

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Chemical Property of Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)-

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Technology Process of Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)-

There total 8 articles about Propanedioic acid, 1-azabicyclo[3.1.0]hex-2-ylidene-, bis(phenylmethyl) ester, (S)- 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: 17.0%

: 142890-24-2
2-((S)-5-Bromomethyl-pyrrolidin-2-ylidene)-malonic acid dibenzyl ester

: 142890-29-7
(S)-2-(1-Aza-bicyclo[3.1.0]hex-2-ylidene)-malonic acid dibenzyl ester

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1246/cl.1992.975

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 142890-29-7
(S)-2-(1-Aza-bicyclo[3.1.0]hex-2-ylidene)-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: 97 percent / Lawesson's reagent / toluene / 0.33 h / Heating

3.1: CH₂Cl₂ / 12 h / 20 °C

3.2: 88 percent / KHCO₃ / H₂O; CH₂Cl₂ / 4 h / 20 °C

4.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

5.1: 94 percent / pyridine / CH₂Cl₂ / 20 °C

6.1: 95 percent / tetrabutylammonium bromide / acetonitrile / Heating

7.1: 17 percent / potassium hydride / tetrahydrofuran / 20 °C

With Lawessons reagent; pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: Eschenmoser sulfide contraction;
DOI:10.1016/S0040-4020(03)00377-6

Reference yield:

: 65100-24-5
dibenzyl 2-bromomalonate

: 142890-29-7
(S)-2-(1-Aza-bicyclo[3.1.0]hex-2-ylidene)-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: CH₂Cl₂ / 12 h / 20 °C

1.2: 88 percent / KHCO₃ / H₂O; CH₂Cl₂ / 4 h / 20 °C

2.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

3.1: 94 percent / pyridine / CH₂Cl₂ / 20 °C

4.1: 95 percent / tetrabutylammonium bromide / acetonitrile / Heating

5.1: 17 percent / potassium hydride / tetrahydrofuran / 20 °C

With pyridine; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium hydride; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Eschenmoser sulfide contraction;
DOI:10.1016/S0040-4020(03)00377-6