(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Base Information

Chemical Name:(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane
CAS No.:468718-48-1
Molecular Formula:C₂₂H₂₃N₃O₂S
Molecular Weight:393.51
Hs Code.:

Synonyms:(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Suppliers and Price of (1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

There total 10 articles about (1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane 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:

: 468718-47-0
(1S,2S)-trans-2-[5-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]cyclopropanecarboxaldehyde

: 124-40-3
dimethyl amine

: 468718-48-1
(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Guidance literature:: With sodium tris(acetoxy)borohydride; In tetrahydrofuran; ethanol;

Reference yield:

: 15861-24-2,142396-06-3
1H-indole-5-carbonitrile

: 468718-48-1
(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Guidance literature:: Multi-step reaction with 7 steps

1.1: POCl₃ / 0.5 h / 10 - 20 °C

1.2: 75 percent / dimethylformamide / 2 h / 20 °C

2.1: 65 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

3.1: NaH / tetrahydrofuran / 1 h / 20 °C

3.2: 58 percent / tetrahydrofuran / 24 h / 20 °C

4.1: 46 percent / palladium acetate / CH₂Cl₂; diethyl ether / 0.33 h / -10 - -5 °C

5.1: 81 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / -40 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

7.1: NaBH(OAc)3 / ethanol; tetrahydrofuran / 0.75 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; dimethyl sulfoxide; triethylamine; trichlorophosphate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1.2: Vilsmeier-Haack formylation / 3.2: Horner-Wadsworth-Emmons olefination / 6.1: Swern oxidation;
DOI:10.1021/jm0503291

Reference yield:

: 468717-73-9
3-formyl-1-(toluene-4-sulfonyl)-1H-indole-5-carbonitrile

: 468718-48-1
(1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 58 percent / tetrahydrofuran / 24 h / 20 °C

2.1: 46 percent / palladium acetate / CH₂Cl₂; diethyl ether / 0.33 h / -10 - -5 °C

3.1: 81 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / -40 °C

4.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

5.1: NaBH(OAc)3 / ethanol; tetrahydrofuran / 0.75 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1.2: Horner-Wadsworth-Emmons olefination / 4.1: Swern oxidation;
DOI:10.1021/jm0503291