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

Base Information

• Chemical Name: methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-amino-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)aziridine-1-carboxylate
• CAS No.: 882304-67-8
• Molecular Formula: C₃₂H₅₀N₂O₈Si
• Molecular Weight: 618.843
• Mol file: 882304-67-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-amino-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)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:

1,2,4-trimethoxy-3,6-dimethyl-5-nitrobenzene (882304-50-9) → methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-amino-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)aziridine-1-carboxylate (882304-67-8)

Guidance literature:

Multi-step reaction with 3 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

With 1H-imidazole; ammonium formate; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-05-S(T)18

Reference yield:

3,6-dimethyl-1,2,4-trimethoxybenzene (92421-46-0) → methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-amino-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)aziridine-1-carboxylate (882304-67-8)

Guidance literature:

Multi-step reaction with 4 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

With 1H-imidazole; ammonium formate; sodium hexamethyldisilazane; copper(II) nitrate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic anhydride; N,N-dimethyl-formamide;

DOI:10.3987/COM-05-S(T)18

Reference yield:

(2R,3S)-2-(4-Methoxy-benzyloxymethyl)-3-[2-(2,3,5-trimethoxy-4-methyl-6-nitro-phenyl)-acetyl]-aziridine-1-carboxylic acid methyl ester (882304-66-7) → methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(2-(2-amino-3,5,6-trimethoxy-4-methylphenyl)-1R-(diethyl(isopropyl)silyloxy)ethyl)aziridine-1-carboxylate (882304-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaBH₃CN; acetic acid / methanol; CH₂Cl₂ / 5 °C

2: 89 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3: 80 percent / ammonium formate / Pd-C / methanol / 20 °C

With 1H-imidazole; ammonium formate; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.3987/COM-05-S(T)18

upstream raw materials:

1,2,4-trimethoxy-3,6-dimethyl-5-nitrobenzene

(2R,3S)-2-(4-Methoxy-benzyloxymethyl)-3-[2-(2,3,5-trimethoxy-4-methyl-6-nitro-phenyl)-acetyl]-aziridine-1-carboxylic acid methyl ester

methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(1R-hydroxy-2-(2,3,5-trimethoxy-4-methyl-6-nitrophenyl)ethyl)aziridine-1-carboxylate

methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(1S-hydroxy-2-(2,3,5-trimethoxy-4-methyl-6-nitrophenyl)ethyl)aziridine-1-carboxylate

Downstream raw materials:

methyl (2R,3S)-2-((4-methoxybenzyloxy)methyl)-3-(1R-(diethyl(isopropyl)silyloxy)-2-(2,3,5-trimethoxy-4-methyl-6-(2-nitrophenylsulfonamido)phenyl)ethyl)aziridine-1-carboxylate