(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

Base Information

Chemical Name:(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate
CAS No.:1414948-51-8
Molecular Formula:C₂₄H₂₉NO₆
Molecular Weight:427.497
Hs Code.:

Synonyms:(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

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Chemical Property of (Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

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Technology Process of (Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

There total 2 articles about (Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate 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: 89.0%

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 575444-12-1
3-(benzyloxy)-4-methoxy-5-methylbenzaldehyde

: 1414948-51-8
(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1055/s-0032-1316579

Reference yield:

: 100-39-0
benzyl bromide

: 1414948-51-8
(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 2 h / 20 °C

2: N,N,N',N'-tetramethylguanidine / dichloromethane / 48 h / 20 °C

With potassium carbonate; N,N,N',N'-tetramethylguanidine; In dichloromethane; acetone; 2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0032-1316579

Reference yield: 91.0%

: 1414948-51-8
(Z)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]acrylate

: 1414948-54-1
(S)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]propanoate

Guidance literature:: With (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; In ethyl acetate; at 50 ℃; for 72h; under 25858.1 Torr;
DOI:10.1055/s-0032-1316579