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

Base Information

Chemical Name:(S)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]propanoate
CAS No.:1414948-54-1
Molecular Formula:C₂₄H₃₁NO₆
Molecular Weight:429.513
Hs Code.:

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

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

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

There total 4 articles about (S)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]propanoate 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: 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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen / ethyl acetate / 72 h / 50 °C / 25858.1 Torr

With (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; N,N,N',N'-tetramethylguanidine; In dichloromethane; ethyl acetate; 1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0032-1316579

Reference yield:

: 209624-66-8
3-hydroxy-4-methoxy-5-methylbenzaldehyde

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen / ethyl acetate / 72 h / 50 °C / 25858.1 Torr

With (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; potassium carbonate; N,N,N',N'-tetramethylguanidine; In dichloromethane; ethyl acetate; acetone; 2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0032-1316579