2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester
CAS No.:444987-47-7
Molecular Formula:C₅₈H₅₈N₂O₅
Molecular Weight:863.109
Hs Code.:

2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5<i>H</i>-[1]pyrindine-6-carboxylic acid <i>tert</i>-butyl ester

Synonyms:2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

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Chemical Property of 2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

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Technology Process of 2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

There total 14 articles about 2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl 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:

: 3-{6-(benzyl-isopropyl-amino)-3-[(2,3-dihydro-benzofuran-6-yl)-hydroxy-methyl]-pyridin-2-yl}-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

: 444987-47-7
2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hexamethyldisilazane; N,N,N',N'-Tetramethylphosphorodiamidic chloride; In tetrahydrofuran; at -20 - 0 ℃;
DOI:10.1021/ol016601s

Reference yield:

: 3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-acrylic acid tert-butyl ester

: 444987-47-7
2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: camphorsulfonic acid / toluene / Heating

2: n-BuLi / tetrahydrofuran; toluene / -70 - -50 °C

3: 369.40 g / aq. citric acid / tetrahydrofuran; toluene / 16 h / 20 °C

4: tetrahydrofuran / -78 °C

5: ClP(O)(NMe₂)2; NaHMDS / tetrahydrofuran / -20 - 0 °C

With n-butyllithium; camphor-10-sulfonic acid; sodium hexamethyldisilazane; N,N,N',N'-Tetramethylphosphorodiamidic chloride; citric acid; In tetrahydrofuran; toluene;
DOI:10.1021/ol016601s

Reference yield:

: 626-05-1
2,6-Dibromopyridine

: 444987-47-7
2-(benzyl-isopropyl-amino)-5-(2,3-dihydro-benzofuran-6-yl)-7-(4-methoxy-2-trityloxymethyl-phenyl)-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: toluene; hexane / 0 - 10 °C

2: POCl₃ / 38 - 40 °C

3: 85 percent / Pd(dppf)Cl₂*CH₂Cl₂; NaOAc*3H₂O / N,N-dimethyl-acetamide / 9 h / 80 °C

4: camphorsulfonic acid / toluene / Heating

5: n-BuLi / tetrahydrofuran; toluene / -70 - -50 °C

6: 369.40 g / aq. citric acid / tetrahydrofuran; toluene / 16 h / 20 °C

7: tetrahydrofuran / -78 °C

8: ClP(O)(NMe₂)2; NaHMDS / tetrahydrofuran / -20 - 0 °C

With n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; camphor-10-sulfonic acid; sodium acetate; sodium hexamethyldisilazane; N,N,N',N'-Tetramethylphosphorodiamidic chloride; citric acid; trichlorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl acetamide; toluene; 3: Heck reaction;
DOI:10.1021/ol016601s