(S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
• CAS No.: 760979-93-9
• Molecular Formula: C₄₄H₄₄N₆O₈
• Molecular Weight: 784.869

Synonyms:(S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Chemical Property of (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 7 articles about (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl 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:

2,2-dimethoxy-propane (77-76-9) + [(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester (760980-15-2) → (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester (760979-93-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 25 ℃; for 0.0833333h;

DOI:10.1021/ja040091q

Reference yield:

4-bromo-3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indole (405519-78-0) → (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester (760979-93-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

2: 93 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

3: 76 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

4: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C

5: 83 percent / (p-NO₂Ph)2P(O)N₃; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1.5 h / 25 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(p-nitrophenyl)phosphoryl azide; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 3: Suzuki coupling;

DOI:10.1021/ja040091q

Reference yield:

[5-(4-bromo-1-methoxymethyl-1H-indol-3-yl)-oxazol-2-yl]-methanol (760979-81-5) → (S)-4-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester (760979-93-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

2: 76 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

3: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C

4: 83 percent / (p-NO₂Ph)2P(O)N₃; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1.5 h / 25 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(p-nitrophenyl)phosphoryl azide; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 2: Suzuki coupling;

DOI:10.1021/ja040091q

upstream raw materials:

2,2-dimethoxy-propane

[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

4-bromo-3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indole

[5-(4-bromo-1-methoxymethyl-1H-indol-3-yl)-oxazol-2-yl]-methanol

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