Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

Base Information

Chemical Name:Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate
CAS No.:159612-41-6
Molecular Formula:C₂₃H₃₃NO₄Si
Molecular Weight:415.605
Hs Code.:

Synonyms:Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

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Chemical Property of Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

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Technology Process of Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

There total 7 articles about Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate 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:

: 148968-08-5
(+)-(3R,4R)-1-(p-anisyl)-3-benzyloxy-4-formyl-2-azetidinone

: 159612-41-6
Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / Et₃Al / tetrahydrofuran / 1.5 h / Ambient temperature

2: 96 percent / imidazole / dimethylformamide / 24 h / 35 °C

3: ammonium formate / Pd/C / methanol / 1 h / Heating

4: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

5: m-CPBA / CH₂Cl₂ / -40 °C

6: 1.5 h / Heating

With pyridine; 1H-imidazole; chromium(VI) oxide; triethylaluminum; ammonium formate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00090a033

Reference yield:

: phenylmagnesium bromide

: 159612-41-6
Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / Et₃Al / tetrahydrofuran / 1.5 h / Ambient temperature

2: 96 percent / imidazole / dimethylformamide / 24 h / 35 °C

3: ammonium formate / Pd/C / methanol / 1 h / Heating

4: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

5: m-CPBA / CH₂Cl₂ / -40 °C

6: 1.5 h / Heating

With pyridine; 1H-imidazole; chromium(VI) oxide; triethylaluminum; ammonium formate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00090a033

Reference yield:

: 159612-39-2
(3R,4S)-3-(Benzyloxy)-4-<(R)-1-<(tert-butyldimethylsilyl)oxy>benzyl>-1-(4-methoxyphenyl)azetidin-2-one

: 159612-41-6
Methyl (2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-<(4-methoxyphenyl)amino>-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium formate / Pd/C / methanol / 1 h / Heating

2: 86 percent / CrO₃, pyridine / CH₂Cl₂ / Ambient temperature

3: m-CPBA / CH₂Cl₂ / -40 °C

4: 1.5 h / Heating

With pyridine; chromium(VI) oxide; ammonium formate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo00090a033