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

Base Information

Chemical Name:3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
CAS No.:351380-18-2
Molecular Formula:C₃₃H₄₁NO₈
Molecular Weight:579.69
Hs Code.:

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

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

There total 9 articles about 3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-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: 93.0%

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

: 351380-18-2
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: With (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; In methanol; dichloromethane; at 20 ℃; for 72h; under 5171.48 Torr;
DOI:10.1021/ja050203t

Reference yield:

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

: 351380-18-2
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 93 percent / H₂; Rh[(COD)-(S,S)-Et-DuPhos]⁽¹⁺⁾*TfO^(1-) / CH₂Cl₂; methanol / 72 h / 20 °C / 5171.48 Torr

With (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; TEA; tetrabutylammomium bromide; hydrogen; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; 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

: 351380-18-2
3-[3-benzyloxy-4-methoxy-2-(4-methoxy-benzyloxymethyl)-5-methyl-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: 93 percent / H₂; Rh[(COD)-(S,S)-Et-DuPhos]⁽¹⁺⁾*TfO^(1-) / CH₂Cl₂; methanol / 72 h / 20 °C / 5171.48 Torr

With sodium hydroxide; (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; TEA; tetrabutylammomium bromide; hydrogen; diethylaluminium chloride; sodium hydride; potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; acetone; acetonitrile; 5.1: Jeffery-Heck coupling;
DOI:10.1021/ja050203t