[4-2H]chorismic acid

Base Information

• Chemical Name: [4-2H]chorismic acid
• CAS No.: 866879-14-3
• Molecular Formula: C₁₀H₁₀O₆
• Molecular Weight: 227.178
• Mol file: 866879-14-3.mol

Synonyms:[4-2H]chorismic acid

Chemical Property of [4-2H]chorismic acid

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of [4-2H]chorismic acid

There total 10 articles about [4-2H]chorismic acid 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: 67.0%

C7H8(2)HO5(1-)*Na(1+) + phospho(enol)pyruvic acid mono potassium salt (4265-07-0) → [4-2H]chorismic acid (866879-14-3)

Guidance literature:

With pKAD₅₀; adenosine 5'-triphosphate sodium salt; Flavin mononucleotide; sodium dithionite; magnesium sulfate; In sodium hydroxide; at 23 ℃; for 1h; pH=8.1;

DOI:10.1021/ja052929v

Reference yield:

methyl [4-2H]shikimate (866879-12-1) → [4-2H]chorismic acid (866879-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / tetrahydrofuran / 8 h / 23 °C

2: 67 percent / ATP monosodium salt; KA₁₂/pKAD₅₀; FMN / sodium dithionite; MgSO₄ / aq. NaOH / 1 h / 23 °C / pH 8.1

With sodium hydroxide; pKAD₅₀; adenosine 5'-triphosphate sodium salt; Flavin mononucleotide; sodium dithionite; magnesium sulfate; In tetrahydrofuran; sodium hydroxide;

DOI:10.1021/ja052929v

Reference yield:

methyl 3,4-[4-2H](O-isopropylidene)shikimate (866879-10-9) → [4-2H]chorismic acid (866879-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Dowex-50WX₈-200 / methanol; H₂O / 20 °C

2: aq. NaOH / tetrahydrofuran / 8 h / 23 °C

3: 67 percent / ATP monosodium salt; KA₁₂/pKAD₅₀; FMN / sodium dithionite; MgSO₄ / aq. NaOH / 1 h / 23 °C / pH 8.1

With sodium hydroxide; Dowex-50WX₈-200; pKAD₅₀; adenosine 5'-triphosphate sodium salt; Flavin mononucleotide; sodium dithionite; magnesium sulfate; In tetrahydrofuran; methanol; sodium hydroxide; water;

DOI:10.1021/ja052929v

upstream raw materials:

phospho(enol)pyruvic acid mono potassium salt

methyl [4-2H]shikimate

methyl 3,4-[4-2H](O-isopropylidene)shikimate

2-(Diethoxy-phosphoryl)-3-((3aS,5R,6aR)-2,2-dimethyl-6-oxo-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid methyl ester

Downstream raw materials:

[3-2H]pyruvic acid

Refernces