(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

Base Information

Chemical Name:(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene
CAS No.:1425377-64-5
Molecular Formula:C₂₄H₂₂O₂
Molecular Weight:342.437
Hs Code.:

Synonyms:(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

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Chemical Property of (1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

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Technology Process of (1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

There total 9 articles about (1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene 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: 55.0%

: 1425377-60-1
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

: 1425377-62-3
(1R,2R,5R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-63-4
(1R,2R)-1-(benzyloxy)-2-((2-naphthylmethyl)oxy)-3-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-64-5
(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

Guidance literature:: (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate; With potassium tert-butylate; In N,N-dimethyl-formamide; at 100 ℃; for 0.75h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; pH=2; Reagent/catalyst; Temperature; Inert atmosphere;
DOI:10.1002/chem.201202374

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 1425377-62-3
(1R,2R,5R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-63-4
(1R,2R)-1-(benzyloxy)-2-((2-naphthylmethyl)oxy)-3-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-64-5
(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: L-diisopinocampheylborane / tetrahydrofuran / 72 h / -78 - -10 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere

6.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

6.2: pH 2 / Inert atmosphere

With boron trifluoride diethyl etherate; potassium tert-butylate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; L-diisopinocampheylborane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201202374

Reference yield:

: 188399-48-6
(1R,2S)-2-((benzyloxy)methyl)cyclopent-3-en-1-ol

: 1425377-62-3
(1R,2R,5R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-63-4
(1R,2R)-1-(benzyloxy)-2-((2-naphthylmethyl)oxy)-3-((benzyloxy)methyl)cyclopent-3-ene

: 1425377-64-5
(1R,2R)-2-(benzyloxy)-1-((2-naphthylmethyl)oxy)-5-methylenecyclopent-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere

5.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere

5.2: pH 2 / Inert atmosphere

With boron trifluoride diethyl etherate; potassium tert-butylate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201202374