tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

Base Information

Chemical Name:tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate
CAS No.:1428470-93-2
Molecular Formula:C₂₅H₂₉IO₈
Molecular Weight:584.405
Hs Code.:

Synonyms:tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

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Technology Process of tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

There total 7 articles about tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate 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: 85.0%

: (R)-tert-butyl 3-{2-[(1-hydroxy-2-iodo)ethyl]-4,5-methylenedioxyphenyl}-3-(3,4,5-trimethoxyphenyl)propanoate

: 1428470-93-2
tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo400147f

Reference yield:

: 1428471-06-0
(2S,3R)-tert-butyl 2-benzylamino-3-(2-hydroxy-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

: 1428470-93-2
tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; water / 1 h / 20 °C

2: pyridine / dichloromethane / -40 - 0 °C

3: lithium chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 7 h / 50 °C

4: N-iodo-succinimide / tetrahydrofuran; water / 7 h / 20 °C

5: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 4 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; samarium diiodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; Dess-Martin periodane; lithium chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 3: |Stille Cross Coupling;
DOI:10.1021/jo400147f

Reference yield:

: 1428470-79-4
(R)-tert-butyl 3-(4,5-methylenedioxy-2-vinylphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

: 1428470-93-2
tert-butyl 3-(2-iodoacetyl-4,5-methylenedioxyphenyl)-3-(3,4,5-trimethoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide / tetrahydrofuran; water / 7 h / 20 °C

2: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 4 h / 20 °C

With N-iodo-succinimide; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo400147f