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

Base Information

Chemical Name:3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]propionic acid methyl ester
CAS No.:853562-02-4
Molecular Formula:C₁₉H₂₉NO₅
Molecular Weight:351.443
Hs Code.:

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

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

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

There total 10 articles about 3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]propionic 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: 81.0%

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

: 853562-02-4
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]propionic acid methyl ester

Guidance literature:: With magnesium; In methanol; at 20 ℃; for 8h;
DOI:10.1021/jo050050s

Reference yield:

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

: 853562-02-4
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 81 percent / Mg / methanol / 8 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; [bis(pyridine)iodine]⁺ tetrafluoroborate; magnesium; 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:

: 107584-78-1
2-bromo-1-(4-hydroxy-2,5-dimethylphenyl)ethanone

: 853562-02-4
3-[3-(2-tert-butoxycarbonylaminoethyl)-6-hydroxy-2,5-dimethylphenyl]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / NaBH₃CN; trifluoroacetic acid / 3 h / 0 °C

2: 78 percent / NaN₃ / ethanol / 10 h / Heating

3: 72 percent / aq.HCl; H₂ / Pd/C / ethanol / 8 h / 3102.89 Torr

4: 83 percent / triethylamine / methanol / 7 h / 20 °C

5: 74 percent / bis(pyridine)iodonium tetrafluoroborate / dimethylsulfoxide; CH₂Cl₂ / 9 h / 20 °C

6: 66 percent / triethylamine / Pd(OAc)2 / 1-methyl-pyrrolidin-2-one / 14 h / 75 °C

7: 81 percent / Mg / methanol / 8 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; sodium cyanoborohydride; [bis(pyridine)iodine]⁺ tetrafluoroborate; magnesium; triethylamine; trifluoroacetic acid; palladium diacetate; palladium on activated charcoal; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; dimethyl sulfoxide; 6: Heck rection;
DOI:10.1021/jo050050s