benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

Base Information

Chemical Name:benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine
CAS No.:585573-82-6
Molecular Formula:C₃₄H₃₃NO₃
Molecular Weight:503.641
Hs Code.:

Synonyms:benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

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Chemical Property of benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

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Technology Process of benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

There total 5 articles about benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-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:

: 87101-69-7
10-(hydroxymethyl)-2,3,6-trimethoxyphenanthrene

: 585573-82-6
benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / triphenylphosphine; carbon tetrabromide / acetonitrile / 1 h / 0 °C

2.1: 97 percent / sodium hydroxide; chiral quinuclidinium-based phase transfer reagent / CHCl₃; toluene; H₂O / 72 h / 0 °C

3.1: 81 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / 0 - 20 °C

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

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

5.2: 212.3 mg / tetrahydrofuran; hexane / 0.5 h / cooling

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; carbon tetrabromide; chiral quinuclidinium-based phase transfer reagent; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; chloroform; water; toluene; acetonitrile; 4.1: Swern oxidation / 5.2: Wittig reaction;
DOI:10.1021/ol0349007

Reference yield:

: 585573-79-1
10-(bromomethyl)-2,3,6-trimethoxyphenanthrene

: 585573-82-6
benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / sodium hydroxide; chiral quinuclidinium-based phase transfer reagent / CHCl₃; toluene; H₂O / 72 h / 0 °C

2.1: 81 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / 0 - 20 °C

3.1: dimethyl sulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

4.2: 212.3 mg / tetrahydrofuran; hexane / 0.5 h / cooling

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; chiral quinuclidinium-based phase transfer reagent; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform; water; toluene; 3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1021/ol0349007

Reference yield:

: 585573-81-5
2-(benzhydryl-amino)-3-(3,6,7-trimethoxy-phenanthren-9-yl)-propan-1-ol

: 585573-82-6
benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethyl sulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

2.2: 212.3 mg / tetrahydrofuran; hexane / 0.5 h / cooling

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation / 2.2: Wittig reaction;
DOI:10.1021/ol0349007