[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

Base Information

Chemical Name:[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester
CAS No.:137718-81-1
Molecular Formula:C₂₉H₄₆BrNO₇Si
Molecular Weight:628.676
Hs Code.:

[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

Synonyms:[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

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Chemical Property of [(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

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Technology Process of [(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

There total 9 articles about [(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic 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: 77.0%

: 137718-80-0
{2-Bromo-3-[(1S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohexyloxy]-4-methoxy-benzyl}-methyl-carbamic acid tert-butyl ester

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 137718-81-1
[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

Guidance literature:: In tetrahydrofuran; for 72h; Heating;
DOI:10.1021/jo00028a066

Reference yield:

: 69125-55-9
4-hydroxy-1-methoxy-1-cyclohexene

: 137718-81-1
[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 36 h / Ambient temperature

2: 1.) NBS, NaOAc, 2.) SiO₂ / 1.) THF, H₂O, 0 deg C, 4 h

3: 64 percent / NaOH / n-Bu₄NBr / H₂O; CH₂Cl₂ / 36 h / Ambient temperature

4: 77 percent / tetrahydrofuran / 72 h / Heating

With 1H-imidazole; sodium hydroxide; N-Bromosuccinimide; sodium acetate; silica gel; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00028a066

Reference yield:

: 137718-78-6
tert-butyl-(4-methoxycyclohex-3-enyloxy)dimethylsilane

: 137718-81-1
[(2R,4R)-2-{2-Bromo-3-[(tert-butoxycarbonyl-methyl-amino)-methyl]-6-methoxy-phenoxy}-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NBS, NaOAc, 2.) SiO₂ / 1.) THF, H₂O, 0 deg C, 4 h

2: 64 percent / NaOH / n-Bu₄NBr / H₂O; CH₂Cl₂ / 36 h / Ambient temperature

3: 77 percent / tetrahydrofuran / 72 h / Heating

With sodium hydroxide; N-Bromosuccinimide; sodium acetate; silica gel; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00028a066