5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine

Base Information

• Chemical Name: 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine
• CAS No.: 213547-57-0
• Molecular Formula: C₃₀H₃₅NO₅
• Molecular Weight: 490.601

Synonyms:5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine

Chemical Property of 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine

Chemical Property:

Purity/Quality:

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Technology Process of 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine

There total 5 articles about 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine 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: 98.7%

DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester (213547-51-4) → 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine (213547-57-0)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 25 ℃; for 0.5h;

DOI:10.1016/S0040-4020(98)00557-2

Reference yield:

(+/-)-2,4-dimethylhex-2-enal (68799-24-6) → 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine (213547-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 42.5 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C

2: 37.9 percent / PPTS / toluene / 3 h / 110 °C

3: 98.7 percent / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 25 °C

With potassium tert-butylate; pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)00557-2

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → 5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine (213547-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl, 2.) NaBH₃CN / 1.) MeOH, 20 deg C, 30 min, 2.) MeOH, 16 h

2: 37.9 percent / PPTS / toluene / 3 h / 110 °C

3: 98.7 percent / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 25 °C

With hydrogenchloride; potassium tert-butylate; pyridinium p-toluenesulfonate; sodium cyanoborohydride; In toluene; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)00557-2

upstream raw materials:

DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester

(+/-)-2,4-dimethylhex-2-enal

2,4-Dimethoxybenzaldehyde

6-((1E,3E)-3,5-Dimethyl-hepta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxin-4-one

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