N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

Base Information

Chemical Name:N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester
CAS No.:184357-93-5
Molecular Formula:C₂₇H₃₁N₃O₆
Molecular Weight:493.56
Hs Code.:

Synonyms:N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

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Chemical Property of N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

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Technology Process of N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

There total 8 articles about N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl 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: 95.0%

: 184358-13-2
N-benzyl-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

: 184357-93-5
N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

Guidance literature:: With triethylamine; Methanesulfonyl azide; In acetonitrile; for 3h;
DOI:10.1021/jo960829p

Reference yield:

: 3929-47-3
3-(3,4-dimethoxyphenyl)-1-propanol

: 184357-93-5
N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / 0 °C

2: 1.) pyrrolidine, K₂CO₃ / 1.) C₆H₆, room temp., 3 h, 2.) CH₃CN, 105 deg C, 24 h

3: 1.) n-BuLi / 1.) THF, rom temp., 30 min, 2.) THF, 2 h

4: KOH / ethanol; H₂O / 12 h / 95 °C

5: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, room temp., 2 h, 2.) CH₂Cl₂, room temp., overnight

6: 88 percent / benzene / 1 h / Heating

7: 95 percent / mesyl azide, Et₃N / acetonitrile / 3 h

With pyrrolidine; potassium hydroxide; n-butyllithium; potassium carbonate; triethylamine; Methanesulfonyl azide; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; In ethanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo960829p

Reference yield:

: 2107-70-2
3,4-methoxycinnamic acid

: 184357-93-5
N-benzyl-2-diazo-N-[4-(3,4-dimethoxybenzyl)hex-5-enoyl]malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / BH₃*SMe₂ / diethyl ether; tetrahydrofuran / 1.5 h / 75 °C

2: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / 0 °C

3: 1.) pyrrolidine, K₂CO₃ / 1.) C₆H₆, room temp., 3 h, 2.) CH₃CN, 105 deg C, 24 h

4: 1.) n-BuLi / 1.) THF, rom temp., 30 min, 2.) THF, 2 h

5: KOH / ethanol; H₂O / 12 h / 95 °C

6: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, room temp., 2 h, 2.) CH₂Cl₂, room temp., overnight

7: 88 percent / benzene / 1 h / Heating

8: 95 percent / mesyl azide, Et₃N / acetonitrile / 3 h

With pyrrolidine; potassium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium carbonate; triethylamine; Methanesulfonyl azide; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo960829p