(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

Base Information

Chemical Name:(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane
CAS No.:1412945-17-5
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

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Chemical Property of (2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

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Technology Process of (2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

There total 5 articles about (2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 146986-42-7
((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

: 1412945-17-5
(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1055/s-0032-1316734

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 1412945-17-5
(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: ethyl bromide; magnesium / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 12 h / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

4.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; tert.-butylhydroperoxide / dichloromethane; toluene / -20 °C / Inert atmosphere; Molecular sieve

5.1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; ethyl bromide; diethyl (2R,3R)-tartrate; sodium hydride; magnesium; In tetrahydrofuran; dichloromethane; toluene; mineral oil; 4.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1055/s-0032-1316734

Reference yield:

: 218434-90-3
1-but-3-ynyloxymethyl-4-methoxy-benzene

: 1412945-17-5
(2S,3S)-2-[(tert-butyldimethylsiloxy)methyl]-3-[2-(4-methoxybenzyloxy)ethyl]oxirane

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethyl bromide; magnesium / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 12 h / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; tert.-butylhydroperoxide / dichloromethane; toluene / -20 °C / Inert atmosphere; Molecular sieve

4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; ethyl bromide; diethyl (2R,3R)-tartrate; magnesium; In tetrahydrofuran; dichloromethane; toluene; 3.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1055/s-0032-1316734