7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

Base Information

Chemical Name:7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene
CAS No.:476171-46-7
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:

Synonyms:7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

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Chemical Property of 7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

Chemical Property:

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Technology Process of 7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

There total 7 articles about 7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene 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:

: 2746-25-0
p-Methoxybenzyl bromide

: 476171-46-7
7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 0.17 h

1.2: 5.50 g / tetrahydrofuran / 22 h / 20 °C

2.1: N-BuLi / tetrahydrofuran; petroleum ether / 0.17 h

2.2: 86.2 percent / tetrahydrofuran; petroleum ether / 20 h / 20 °C

3.1: 98 percent / REDAL / tetrahydrofuran; toluene / 3.5 h / 20 °C

4.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 2.5 h / -15 °C

5.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -50 °C

5.2: triethylamine / CH₂Cl₂ / -50 - 20 °C

6.1: KHMDS / toluene / 0.08 h / 0 °C

6.2: 2.76 g / toluene / 3 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; potassium hexamethylsilazane; sodium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; 4 A molecular sieve; In tetrahydrofuran; decane; dichloromethane; toluene; Petroleum ether; 4.1: Sharpless epoxidation / 5.1: Swern oxidation;
DOI:10.1021/jo025977w

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 476171-46-7
7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

Guidance literature:: Multi-step reaction with 7 steps

1.1: HBr; acetic acid / 20 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h

2.2: 5.50 g / tetrahydrofuran / 22 h / 20 °C

3.1: N-BuLi / tetrahydrofuran; petroleum ether / 0.17 h

3.2: 86.2 percent / tetrahydrofuran; petroleum ether / 20 h / 20 °C

4.1: 98 percent / REDAL / tetrahydrofuran; toluene / 3.5 h / 20 °C

5.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 2.5 h / -15 °C

6.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -50 °C

6.2: triethylamine / CH₂Cl₂ / -50 - 20 °C

7.1: KHMDS / toluene / 0.08 h / 0 °C

7.2: 2.76 g / toluene / 3 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; hydrogen bromide; potassium hexamethylsilazane; sodium hydride; D-(-)-diisopropyl tartrate; acetic acid; dimethyl sulfoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; 4 A molecular sieve; In tetrahydrofuran; decane; dichloromethane; toluene; Petroleum ether; 5.1: Sharpless epoxidation / 6.1: Swern oxidation;
DOI:10.1021/jo025977w

Reference yield:

: 197219-15-1
6-[(4-methoxyphenyl)methoxy]-2-hexyn-1-ol

: 476171-46-7
7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / REDAL / tetrahydrofuran; toluene / 3.5 h / 20 °C

2.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 2.5 h / -15 °C

3.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -50 °C

3.2: triethylamine / CH₂Cl₂ / -50 - 20 °C

4.1: KHMDS / toluene / 0.08 h / 0 °C

4.2: 2.76 g / toluene / 3 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; potassium hexamethylsilazane; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; sodium bis(2-methoxyethoxy)aluminium dihydride; 4 A molecular sieve; In tetrahydrofuran; decane; dichloromethane; toluene; 2.1: Sharpless epoxidation / 3.1: Swern oxidation;
DOI:10.1021/jo025977w