N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester
• CAS No.: 178323-59-6
• Molecular Formula: C₂₆H₃₃NO₆
• Molecular Weight: 455.551

Synonyms:N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester

Chemical Property of N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester

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Technology Process of N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester

There total 3 articles about N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl 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: 88.0%

N,N-di(tert-butoxycarbonyl)hydroxylamine (85006-25-3) + (E)-3-(4-Methoxy-phenyl)-3-phenyl-prop-2-en-1-ol (178323-48-3) → N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester (178323-59-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -20 ℃; for 0.333333h;

DOI:10.1002/jhet.5570330241

Reference yield:

4-Methoxybenzophenone (611-94-9) → N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester (178323-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) toluene, 0 deg C, 1 h, 2.) toluene, THF, RT, 2 d

2: 89 percent / diisobutylaluminum hydride / tetrahydrofuran / 1 h / 0 °C

3: 88 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 0.33 h / -20 °C

With di-isopropyl azodicarboxylate; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran;

DOI:10.1002/jhet.5570330241

Reference yield:

(E)-3-(4-Methoxy-phenyl)-3-phenyl-acrylic acid ethyl ester (178323-47-2) → N-tert-butoxycarbonyloxy-N-[3-(4-methoxyphenyl)-3-phenylallyl]carbamic acid tert-butyl ester (178323-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / diisobutylaluminum hydride / tetrahydrofuran / 1 h / 0 °C

2: 88 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 0.33 h / -20 °C

With di-isopropyl azodicarboxylate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran;

DOI:10.1002/jhet.5570330241

upstream raw materials:

N,N-di(tert-butoxycarbonyl)hydroxylamine

(E)-3-(4-Methoxy-phenyl)-3-phenyl-prop-2-en-1-ol

4-Methoxybenzophenone

(E)-3-(4-Methoxy-phenyl)-3-phenyl-acrylic acid ethyl ester

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