3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

Base Information

Chemical Name:3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester
CAS No.:853562-13-7
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

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Chemical Property of 3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

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Technology Process of 3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

There total 9 articles about 3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester 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: 66.0%

: 853562-12-6
[2-(4-hydroxy-3-iodo-2,5-dimethylphenyl)ethyl]carbamic acid tert-butyl ester

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 853562-13-7
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

Guidance literature:: With triethylamine; palladium diacetate; In 1-methyl-pyrrolidin-2-one; at 75 ℃; for 14h;
DOI:10.1021/jo050050s

Reference yield:

: 853562-08-0
4-(2-bromoethyl)-2,5-dimethylphenol

: 853562-13-7
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / NaN₃ / ethanol / 10 h / Heating

2: 72 percent / aq.HCl; H₂ / Pd/C / ethanol / 8 h / 3102.89 Torr

3: 83 percent / triethylamine / methanol / 7 h / 20 °C

4: 74 percent / bis(pyridine)iodonium tetrafluoroborate / dimethylsulfoxide; CH₂Cl₂ / 9 h / 20 °C

5: 66 percent / triethylamine / Pd(OAc)2 / 1-methyl-pyrrolidin-2-one / 14 h / 75 °C

With hydrogenchloride; sodium azide; hydrogen; [bis(pyridine)iodine]⁺ tetrafluoroborate; triethylamine; palladium diacetate; palladium on activated charcoal; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; dimethyl sulfoxide; 5: Heck rection;
DOI:10.1021/jo050050s

Reference yield:

: 853562-09-1
4-(2-azidoethyl)-2,5-dimethylphenol

: 853562-13-7
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / aq.HCl; H₂ / Pd/C / ethanol / 8 h / 3102.89 Torr

2: 83 percent / triethylamine / methanol / 7 h / 20 °C

3: 74 percent / bis(pyridine)iodonium tetrafluoroborate / dimethylsulfoxide; CH₂Cl₂ / 9 h / 20 °C

4: 66 percent / triethylamine / Pd(OAc)2 / 1-methyl-pyrrolidin-2-one / 14 h / 75 °C

With hydrogenchloride; hydrogen; [bis(pyridine)iodine]⁺ tetrafluoroborate; triethylamine; palladium diacetate; palladium on activated charcoal; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; dimethyl sulfoxide; 4: Heck rection;
DOI:10.1021/jo050050s