2-Propenoic acid, 3-(2-bromo-3,4,5-trimethoxyphenyl)-2-[[(phenylmethoxy)carbonyl]amino] -, methyl ester, (2Z)-

Base Information

Chemical Name:2-Propenoic acid, 3-(2-bromo-3,4,5-trimethoxyphenyl)-2-[[(phenylmethoxy)carbonyl]amino] -, methyl ester, (2Z)-
CAS No.:556038-53-0
Molecular Formula:C21H22BrNO7
Molecular Weight:480.312
Hs Code.:

Synonyms:

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Chemical Property of 2-Propenoic acid, 3-(2-bromo-3,4,5-trimethoxyphenyl)-2-[[(phenylmethoxy)carbonyl]amino] -, methyl ester, (2Z)-

Chemical Property:

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Technology Process of 2-Propenoic acid, 3-(2-bromo-3,4,5-trimethoxyphenyl)-2-[[(phenylmethoxy)carbonyl]amino] -, methyl ester, (2Z)-

There total 1 articles about 2-Propenoic acid, 3-(2-bromo-3,4,5-trimethoxyphenyl)-2-[[(phenylmethoxy)carbonyl]amino] -, methyl ester, (2Z)- 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:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 556038-53-0
2-benzyloxycarbonylamino-3-(2-bromo-3,4,5-trimethoxyphenyl)acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Br₂; AcOH / CH₂Cl₂ / 0.5 h / 0 °C

2: 97 percent / 1,1,3,3-tetramethylguanidine / CH₂Cl₂ / 48 h / 23 °C

With bromine; acetic acid; N,N,N',N'-tetramethylguanidine; In dichloromethane; 2: Horner-Wadsworth-Emmon reaction;
DOI:10.1021/ja035303i

Reference yield: 98.0%

: 556038-53-0
2-benzyloxycarbonylamino-3-(2-bromo-3,4,5-trimethoxyphenyl)acrylic acid methyl ester

: 556038-54-1
1-benzyloxycarbonyl-5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester

Guidance literature:: With copper(l) iodide; cesium acetate; In dimethyl sulfoxide; at 23 ℃; for 24h;
DOI:10.1021/ja035303i

Reference yield:

: 556038-53-0
2-benzyloxycarbonylamino-3-(2-bromo-3,4,5-trimethoxyphenyl)acrylic acid methyl ester

: 130288-24-3
(+)-duocarmycin SA

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / CuI; CsOAc / dimethylsulfoxide / 24 h / 23 °C

2: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 3 h / 23 °C

3: 89 percent / aq. KOH / methanol / 1 h / Heating

4: SOCl₂; DMF / toluene / 0.33 h / 70 °C

5: 83 percent / pyridine; CH₂Cl₂ / 0.17 h / 0 °C

6: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 23 °C

7: 88 percent / pyridine / 0.17 h / 23 °C

8: 81 percent / H₂ / Pd/C / ethanol; ethyl acetate / 0.17 h / 23 °C

9: 92 percent / Cs₂CO₃ / acetonitrile / 1 h / 23 °C

With pyridine; potassium hydroxide; copper(l) iodide; thionyl chloride; tetrabutyl ammonium fluoride; hydrogen; cesium acetate; caesium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja035303i