3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

Base Information

Chemical Name:3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester
CAS No.:851121-87-4
Molecular Formula:C₃₃H₃₉NO₈
Molecular Weight:577.675
Hs Code.:

3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-<i>tert</i>-butoxycarbonylamino-acrylic acid methyl ester

Synonyms:3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

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Chemical Property of 3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

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Technology Process of 3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

There total 8 articles about 3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-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: 87.0%

: 351379-12-9
3-Benzyloxy-1-iodo-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-benzene

: 69961-11-1
2-tert-butoxycarbonylamino-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

: 851121-87-4
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

Guidance literature:: With TEA; tetrabutylammomium bromide; tris-(o-tolyl)phosphine; palladium diacetate; In acetonitrile; at 80 ℃; for 12h;
DOI:10.1021/ja050203t

Reference yield:

: 351379-10-7
2-hydroxymethyl-3-iodo-6-methoxy-5-methyl-phenol

: 851121-87-4
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / K₂CO₃ / acetone / 4 h / Heating

2.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

2.2: 99 percent / TBAI / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

3.1: 87 percent / TEA; TBABr; (o-tolyl)3P / Pd(OAc)2 / acetonitrile / 12 h / 80 °C

With TEA; tetrabutylammomium bromide; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; acetonitrile; 3.1: Jeffery-Heck coupling;
DOI:10.1021/ja050203t

Reference yield:

: 351380-16-0
toluene-4-sulfonic acid 5-iodo-2-methoxy-3-methyl-phenyl ester

: 851121-87-4
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / aq. NaOH / ethane-1,2-diol / 5 h / Heating

2.1: Et₂AlCl / CH₂Cl₂ / 1 h / 20 °C

2.2: 86 percent / CH₂Cl₂ / 24 h / 20 °C

3.1: 85 percent / K₂CO₃ / acetone / 4 h / Heating

4.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

4.2: 99 percent / TBAI / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

5.1: 87 percent / TEA; TBABr; (o-tolyl)3P / Pd(OAc)2 / acetonitrile / 12 h / 80 °C

With sodium hydroxide; TEA; tetrabutylammomium bromide; diethylaluminium chloride; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; acetone; acetonitrile; 5.1: Jeffery-Heck coupling;
DOI:10.1021/ja050203t