(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

Base Information

Chemical Name:(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane
CAS No.:208581-47-9
Molecular Formula:C₂₁H₂₄O₃
Molecular Weight:324.42
Hs Code.:

Synonyms:(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

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Chemical Property of (2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

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Technology Process of (2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

There total 7 articles about (2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane 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:

: 5689-71-4
2-(4-methoxy-phenyl)-[1,3]dioxane

: 208581-47-9
(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / DIBAL / diethyl ether; hexane / 1 h / 0 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

3: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 2 h

4: 97 percent / DIBAH / diethyl ether; hexane / 1 h / 0 °C

5: 35 percent / (i-PrO)4Ti, L-(+)-DET, 4A molecular sieves, TBHP / CH₂Cl₂ / 5 h / -25 °C

6: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

7: 1.) NaN(TMS)2, HMPA / 1.) THF, 2 h, 2.) THF, RT, 10 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0957-4166(98)00119-0

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 208581-47-9
(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 2 h

2: 97 percent / DIBAH / diethyl ether; hexane / 1 h / 0 °C

3: 35 percent / (i-PrO)4Ti, L-(+)-DET, 4A molecular sieves, TBHP / CH₂Cl₂ / 5 h / -25 °C

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

5: 1.) NaN(TMS)2, HMPA / 1.) THF, 2 h, 2.) THF, RT, 10 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0957-4166(98)00119-0

Reference yield:

: 135362-69-5
3-(4-methoxybenzyl)oxypropan-1-ol

: 208581-47-9
(2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 2 h

3: 97 percent / DIBAH / diethyl ether; hexane / 1 h / 0 °C

4: 35 percent / (i-PrO)4Ti, L-(+)-DET, 4A molecular sieves, TBHP / CH₂Cl₂ / 5 h / -25 °C

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

6: 1.) NaN(TMS)2, HMPA / 1.) THF, 2 h, 2.) THF, RT, 10 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0957-4166(98)00119-0