benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine

Base Information

• Chemical Name: benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine
• CAS No.: 950852-66-1
• Molecular Formula: C₂₃H₂₂BrNO₃
• Molecular Weight: 440.337
• Mol file: 950852-66-1.mol

Synonyms:benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine

Chemical Property of benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine

There total 2 articles about benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine 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: 83.0%

2-bromo-4,5-methylenedioxyphenol (6941-70-4) + (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide (511286-63-8) → benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine (950852-66-1)

Guidance literature:

2-bromo-4,5-methylenedioxyphenol; (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

With hydrogenchloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/ol0712475

Reference yield:

Sesamol (533-31-3) → benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine (950852-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 59 percent / bromine; AcOH / 0 °C

2.1: NaH / dimethylformamide; various solvent(s) / 16 h / 20 °C

2.2: 83 percent / aq. HCl / dimethylformamide; various solvent(s) / 2 h / 20 °C

With bromine; sodium hydride; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/ol0712475

Reference yield: 50.0%

benzyl [(S)-1-benzyl-2-(6-bromobenzo[1,3]dioxol-5-yloxy)ethyl]amine (950852-66-1) → (S)-7,8-dibenzyl-7,8-dihydro-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-b][1,4]oxazine

Guidance literature:

With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate; palladium diacetate; In toluene; at 100 ℃; for 18h;

DOI:10.1021/ol0712475

upstream raw materials:

2-bromo-4,5-methylenedioxyphenol

(4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide

Sesamol