3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

Base Information

Chemical Name:3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester
CAS No.:377091-22-0
Molecular Formula:C₅₀H₅₂N₂O₅
Molecular Weight:760.973
Hs Code.:

3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid <i>tert</i>-butyl ester

Synonyms:3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

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Chemical Property of 3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

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Technology Process of 3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

There total 12 articles about 3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic 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-((4S,5S)-3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

: 3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

: 377091-22-0
3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

Guidance literature:: With citric acid; Title compound not separated from byproducts;
DOI:10.1021/ol016601s

Reference yield:

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

: 377091-22-0
3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 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

With n-butyllithium; camphor-10-sulfonic acid; citric acid; In tetrahydrofuran; toluene;
DOI:10.1021/ol016601s

Reference yield:

: 626-05-1
2,6-Dibromopyridine

: 377091-22-0
3-[6-(benzyl-isopropyl-amino)-3-formyl-pyridin-2-yl]-3-(4-methoxy-2-trityloxymethyl-phenyl)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

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