dimethyl chorismate

Base Information

• Chemical Name: dimethyl chorismate
• CAS No.: 106188-50-5
• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24
• Mol file: 106188-50-5.mol

Synonyms:dimethyl chorismate

Chemical Property of dimethyl chorismate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of dimethyl chorismate

There total 7 articles about dimethyl chorismate 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:

methyl (3β,4β,5β)-3-<<1-(methoxycarbonyl)ethenyl>oxo>-4-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylate (80631-86-3,86940-68-3,106861-70-5) → dimethyl 4-epi-chorismate (61414-71-9,80631-87-4,86863-48-1,106188-50-5)

Guidance literature:

With dihydrogen peroxide; In chloroform; for 2h; Ambient temperature;

DOI:10.1021/ja00358a013

Reference yield:

methyl cyclohex-3-ene-1-carboxylate (6493-77-2) → dimethyl 4-epi-chorismate (61414-71-9,80631-87-4,86863-48-1,106188-50-5)

Guidance literature:

Multi-step reaction with 6 steps

2: NaOCH₃ / methanol / 0.5 h / -5 °C

5: 39 percent / NaBH₄ / CH₂Cl₂ / 12 h

6: aq. H₂O₂ / CHCl₃ / 2 h / Ambient temperature

With sodium tetrahydroborate; dihydrogen peroxide; sodium methylate; In methanol; dichloromethane; chloroform;

DOI:10.1021/ja00358a013

Reference yield:

(1R,2S,4S,7R)-3,8-Dioxa-tricyclo[5.1.0.02,4]octane-5-carboxylic acid methyl ester (76947-26-7,76985-86-9,76985-87-0,76985-88-1,86940-65-0) → dimethyl 4-epi-chorismate (61414-71-9,80631-87-4,86863-48-1,106188-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOCH₃ / methanol / 0.5 h / -5 °C

4: 39 percent / NaBH₄ / CH₂Cl₂ / 12 h

5: aq. H₂O₂ / CHCl₃ / 2 h / Ambient temperature

With sodium tetrahydroborate; dihydrogen peroxide; sodium methylate; In methanol; dichloromethane; chloroform;

DOI:10.1021/ja00358a013

upstream raw materials:

diazomethane

chorismic acid

methyl (3β,4β,5β)-3-<<1-(methoxycarbonyl)ethenyl>oxo>-4-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylate

methyl cyclohex-3-ene-1-carboxylate

Downstream raw materials:

dimethyl prephenate

methyl 4-hydroxylbenzoate

dimethyl 4-epi-prephenate

Refernces