1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

Base Information

Chemical Name:1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole
CAS No.:585573-84-8
Molecular Formula:C₃₅H₃₃NO₃
Molecular Weight:515.652
Hs Code.:

Synonyms:1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

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Chemical Property of 1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

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Technology Process of 1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

There total 7 articles about 1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole 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: 92.0%

: 585573-83-7
allyl-benzhydryl-[1-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-allyl]-amine

: 585573-84-8
1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol0349007

Reference yield:

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

: 585573-84-8
1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 7 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

6.1: 86 percent / potassium carbonate / dimethylformamide / 48 h / 60 °C

7.1: 92 percent / RuCl₂(=CHPh)(PCy₃)2 / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; carbon tetrabromide; chiral quinuclidinium-based phase transfer reagent; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 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

: 585573-84-8
1-benzhydryl-2-(3,6,7-trimethoxy-phenanthren-9-ylmethyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 6 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

5.1: 86 percent / potassium carbonate / dimethylformamide / 48 h / 60 °C

6.1: 92 percent / RuCl₂(=CHPh)(PCy₃)2 / CH₂Cl₂ / 24 h / 20 °C

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