methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

Base Information

Chemical Name:methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate
CAS No.:882304-57-6
Molecular Formula:C₂₈H₄₆N₂O₉Si
Molecular Weight:582.767
Hs Code.:

methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

Synonyms:methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

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Chemical Property of methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

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Technology Process of methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

There total 7 articles about methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate 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: 87.0%

: 882304-65-6
methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)aziridine-1-carboxylate

: 882304-57-6
methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃;
DOI:10.3987/COM-05-S(T)18

Reference yield:

: 882304-50-9
1,2,4-trimethoxy-3,6-dimethyl-5-nitrobenzene

: 882304-57-6
methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaHMDS / tetrahydrofuran; dimethylformamide / -45 °C

1.2: zinc chloride / tetrahydrofuran; dimethylformamide / -45 °C

2.1: 89 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3.1: 80 percent / ammonium formate / Pd-C / methanol / 20 °C

4.1: 75 percent / CH₂Cl₂; aq. NaHCO₃ / 20 °C

5.1: 87 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

With 1H-imidazole; ammonium formate; sodium hexamethyldisilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; sodium hydrogencarbonate; N,N-dimethyl-formamide;
DOI:10.3987/COM-05-S(T)18

Reference yield:

: 92421-46-0
3,6-dimethyl-1,2,4-trimethoxybenzene

: 882304-57-6
methyl (2S,3R)-2-(2-(2-(allyloxycarbonylamino)-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)-3-(hydroxymethyl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 50 percent / cupric nitrate trihydrate / acetic anhydride / 0.75 h / 20 °C

2.1: NaHMDS / tetrahydrofuran; dimethylformamide / -45 °C

2.2: zinc chloride / tetrahydrofuran; dimethylformamide / -45 °C

3.1: 89 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

4.1: 80 percent / ammonium formate / Pd-C / methanol / 20 °C

5.1: 75 percent / CH₂Cl₂; aq. NaHCO₃ / 20 °C

6.1: 87 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

With 1H-imidazole; ammonium formate; sodium hexamethyldisilazane; copper(II) nitrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic anhydride; sodium hydrogencarbonate; N,N-dimethyl-formamide;
DOI:10.3987/COM-05-S(T)18