((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

Base Information

Chemical Name:((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde
CAS No.:220502-08-9
Molecular Formula:C₁₉H₂₃NO₄
Molecular Weight:329.396
Hs Code.:

Synonyms:((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

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Chemical Property of ((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

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Technology Process of ((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

There total 7 articles about ((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde 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:

: 220502-01-2
(R)-2-Benzyl-4-ethyl-5-methoxy-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-2,5-dienone

: 220502-08-9
((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) H₂; 2.) Li, NH₃; 3.) piperylene / 1.) 5 percent Pd/C / 1.) THF, 60 psi; 2.) THF, t-BuOH, -78 deg C; 3.) THF

2: 72 percent / m-CPBA / CH₂Cl₂

3: 95 percent / TsOH / benzene; H₂O / Heating

4: 62 percent / CH₂Cl₂; 1,2-dichloro-ethane / 0 °C

5: 1.) LiBH₄; 2.) ClCOCOCl, DMSO; 3.) Et₃N / 1.) MeOH, THF; 2.) CH₂Cl₂, -78 deg C; 3.) CH₂Cl₂, -78 deg C to 25 deg C

6: TfOH / CH₂Cl₂ / 12 h / 0 °C

7: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂; 2.) CH₂Cl₂

With lithium borohydride; oxalyl dichloride; penta-1,3-diene; dimethylsulfide; trifluorormethanesulfonic acid; ammonia; hydrogen; lithium; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In dichloromethane; water; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4039(98)02510-6

Reference yield:

: 220502-04-5
(S)-3-((3R,5S)-5-Benzyl-3-ethyl-2-oxo-tetrahydro-furan-3-yl)-3-methoxy-propionic acid

: 220502-08-9
((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / CH₂Cl₂; 1,2-dichloro-ethane / 0 °C

2: 1.) LiBH₄; 2.) ClCOCOCl, DMSO; 3.) Et₃N / 1.) MeOH, THF; 2.) CH₂Cl₂, -78 deg C; 3.) CH₂Cl₂, -78 deg C to 25 deg C

3: TfOH / CH₂Cl₂ / 12 h / 0 °C

4: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂; 2.) CH₂Cl₂

With lithium borohydride; oxalyl dichloride; dimethylsulfide; trifluorormethanesulfonic acid; ozone; dimethyl sulfoxide; triethylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(98)02510-6

Reference yield:

: 220502-06-7
(3S,4R)-4-Ethyl-4-formyl-3-methoxy-6-oxo-7-phenyl-heptanoic acid allylamide

: 220502-08-9
((4S,4aS,7R,7aR)-4a-Ethyl-4-methoxy-2,6-dioxo-7-phenyl-octahydro-[1]pyrindin-1-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: TfOH / CH₂Cl₂ / 12 h / 0 °C

2: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂; 2.) CH₂Cl₂

With dimethylsulfide; trifluorormethanesulfonic acid; ozone; In dichloromethane;
DOI:10.1016/S0040-4039(98)02510-6