Cyclopropanecarboxylic acid, 2-(1,3-benzodioxol-5-yl)-1-[(2-iodo-3,4,5-trimethoxyphenyl)methyl]-, methyl ester, trans-

Base Information

Chemical Name:Cyclopropanecarboxylic acid, 2-(1,3-benzodioxol-5-yl)-1-[(2-iodo-3,4,5-trimethoxyphenyl)methyl]-, methyl ester, trans-
CAS No.:97253-44-6
Molecular Formula:C22H23IO7
Molecular Weight:526.325
Hs Code.:

Synonyms:

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Chemical Property of Cyclopropanecarboxylic acid, 2-(1,3-benzodioxol-5-yl)-1-[(2-iodo-3,4,5-trimethoxyphenyl)methyl]-, methyl ester, trans-

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Technology Process of Cyclopropanecarboxylic acid, 2-(1,3-benzodioxol-5-yl)-1-[(2-iodo-3,4,5-trimethoxyphenyl)methyl]-, methyl ester, trans-

There total 7 articles about Cyclopropanecarboxylic acid, 2-(1,3-benzodioxol-5-yl)-1-[(2-iodo-3,4,5-trimethoxyphenyl)methyl]-, methyl ester, trans- 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:

: 97253-42-4
cis-methyl 1-(3,4,5-trimethoxybenzyl)-2-<3,4-(methylenedioxy)-phenyl>cyclopropanecarboxylate

: 97253-44-6
(1R,2R)-2-Benzo[1,3]dioxol-5-yl-1-(2-iodo-3,4,5-trimethoxy-benzyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: With iodine; trifluoroacetic anhydride; potassium iodide; In tetrachloromethane; trifluoroacetic acid; at -18 - -15 ℃; for 0.416667h;
DOI:10.1021/ja00303a027

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 97253-44-6
(1R,2R)-2-Benzo[1,3]dioxol-5-yl-1-(2-iodo-3,4,5-trimethoxy-benzyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / NaH / 1,2-dimethoxy-ethane / 0.5 h / 0 °C

2: 81.6 percent / NaH / dimethylsulfoxide / 1.) 20 deg C, 2 h, 2.) 60 deg C, 15 min.

3: 76 percent / p-TsOH / toluene / 10 h / Heating

4: 92 percent / CH₂Cl₂ / 0 °C

5: 1.) TFAA, 2.) KI/I₂ / trifluoroacetic acid; CCl₄ / 0.42 h / -18 - -15 °C

With iodine; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic anhydride; potassium iodide; In tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; toluene; trifluoroacetic acid;
DOI:10.1021/ja00303a027

Reference yield:

: 21852-50-6
3,4,5-trimethoxybenzyl bromide

: 97253-44-6
(1R,2R)-2-Benzo[1,3]dioxol-5-yl-1-(2-iodo-3,4,5-trimethoxy-benzyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / 1,2-dimethoxy-ethane / 1 h / 25 °C

2: 38 percent / NaH / 1,2-dimethoxy-ethane / 0.5 h / 0 °C

3: 81.6 percent / NaH / dimethylsulfoxide / 1.) 20 deg C, 2 h, 2.) 60 deg C, 15 min.

4: 76 percent / p-TsOH / toluene / 10 h / Heating

5: 92 percent / CH₂Cl₂ / 0 °C

6: 1.) TFAA, 2.) KI/I₂ / trifluoroacetic acid; CCl₄ / 0.42 h / -18 - -15 °C

With iodine; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic anhydride; potassium iodide; In tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; toluene; trifluoroacetic acid;
DOI:10.1021/ja00303a027