benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate

Base Information

• Chemical Name: benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate
• CAS No.: 1422045-80-4
• Molecular Formula: C₂₄H₂₁Cl₂NO₂
• Molecular Weight: 426.342
• Mol file: 1422045-80-4.mol

Synonyms:benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate

Chemical Property of benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate

There total 6 articles about benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate 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: 95.0%

benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)carbamate (1422045-79-1) + methyl iodide (74-88-4) → benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate (1422045-80-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.044

Reference yield:

(1R,3S)-1-(benzyloxy)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-indene (1422045-78-0) → benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate (1422045-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / hexane / 40 h / -40 °C / Inert atmosphere

1.2: 12 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 12 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; sodium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tet.2012.12.044

Reference yield:

1,2-dichloro-benzene (95-50-1) → benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)methylcarbamate (1422045-80-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluorormethanesulfonic acid / 72 h / 0 - 20 °C / Inert atmosphere

2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 4 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 12 h / 0 - 20 °C / Inert atmosphere

4.1: sodium carbonate / hexane / 40 h / -40 °C / Inert atmosphere

4.2: 12 h / 20 °C

5.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 12 h / 0 - 20 °C / Inert atmosphere

With borane Ν,Ν-diethylaniline complex; trifluorormethanesulfonic acid; sodium hydride; sodium carbonate; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1016/j.tet.2012.12.044

upstream raw materials:

(1R,3S)-1-(benzyloxy)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-indene

benzyl ((1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl)carbamate

methyl iodide

Cinnamic acid

Downstream raw materials:

indatraline

Refernces