sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester
• CAS No.: 256411-60-6
• Molecular Formula: C₂₂H₂₄N₂O₇
• Molecular Weight: 428.442

Synonyms:sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester

Chemical Property of sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester

Chemical Property:

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Technology Process of sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester

There total 2 articles about sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester 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:

benzyl chloroformate (501-53-1,94274-21-2) + 3-sec-butylamino-1-(6-nitro-benzo[1,3]dioxol-5-yl)-propan-1-one → sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester (256411-60-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0960-894X(99)00555-7

Reference yield:

methyl 3,4-(methylenedioxy)-6-nitrophenyl ketone (56136-84-6) → sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester (256411-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. conc. HCl / ethanol / Heating

2: Et₃N / CH₂Cl₂ / 20 °C

With hydrogenchloride; triethylamine; In ethanol; dichloromethane; 1: Mannich reaction / 2: benzyloxycarbonylation;

DOI:10.1016/S0960-894X(99)00555-7

Reference yield: 86.0%

sec-butyl-[3-(6-nitro-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester (256411-60-6) → [3-(6-amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-sec-butyl-carbamic acid benzyl ester (256411-66-2)

Guidance literature:

With sodium dithionite; In ethanol; Heating;

DOI:10.1016/S0960-894X(99)00555-7

upstream raw materials:

benzyl chloroformate

methyl 3,4-(methylenedioxy)-6-nitrophenyl ketone

Downstream raw materials:

[3-(6-amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-sec-butyl-carbamic acid benzyl ester

C₃₅H₃₅N₃O₈

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