6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

Base Information

Chemical Name:6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al
CAS No.:476171-68-3
Molecular Formula:C₁₄H₁₈O₄
Molecular Weight:250.295
Hs Code.:

Synonyms:6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

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Chemical Property of 6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

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Technology Process of 6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

There total 6 articles about 6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al 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:

: 476171-45-6
(2R,3R)-{3-[3-(4-methoxybenzyloxy)propyl]oxiranyl}methanol

: 476171-68-3
6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

Guidance literature:: (2R,3R)-{3-[3-(4-methoxybenzyloxy)propyl]oxiranyl}methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 1h;

With triethylamine; In dichloromethane; at -50 - 20 ℃; Further stages.;
DOI:10.1021/jo025977w

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 476171-68-3
6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

Guidance literature:: Multi-step reaction with 5 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

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; 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

: 476171-68-3
6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al

Guidance literature:: Multi-step reaction with 6 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

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; hydrogen bromide; 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