2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one

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Chemical Name:2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one
CAS No.:113378-64-6
Molecular Formula:C₂₈H₂₈N₂O₄S
Molecular Weight:488.607
Hs Code.:

Synonyms:2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one

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Chemical Property of 2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one

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Technology Process of 2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one

There total 26 articles about 2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one 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:

: 113352-66-2
1-(4-methoxy-2-nitrophenyl)propan-2-one

: 113352-76-4,113378-64-6
(3aS,10bR,12bR)-3a-Ethyl-8-methoxy-1-oxo-11-phenylsulfanyl-3a,11,12,12b-tetrahydro-1H,4H-6,12a-diaza-indeno[7,1-cd]fluorene-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / H₂ / Raney-Ni / ethyl acetate / 18 h

2: 84 percent / POCl₃ / 0.5 h / 0 °C

3: 79 percent / NaH / tetrahydrofuran / 0.25 h / from 0 deg C to room temp.

4: 100 percent / molecular sieves (3 Angstroem) / toluene / 23 h / 20 °C

5: toluene / 25 deg C, 30 min. then reflux, 2.5 h.

6: MCPBA, aq. Na₂CO₃ / CH₂Cl₂; H₂O / 5 °C

7: 1.) 2,6-di-tert-butyl-4-methylpyridine, trifluoroacetic anhydride / 1.) toluene, 25 deg C, 15 min. then 130 deg C, 5 min.; 2.) toluene, 200 deg C, 24 h. (in a sealed tube)

With 2,6-di-tert-butyl-4-methylpyridine; 3 A molecular sieve; hydrogen; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; trichlorophosphate; nickel; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ja00215a039

Reference yield:

: 113352-66-2
1-(4-methoxy-2-nitrophenyl)propan-2-one

: 113378-64-6
2,3,6,7-tetradehydro-1-carbomethoxy-11β-(phenylthio)-16-methoxyaspidospermidin-8-one

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / H₂ / Raney-Ni / ethyl acetate / 18 h

2: 84 percent / POCl₃ / 0.5 h / 0 °C

3: 79 percent / NaH / tetrahydrofuran / 0.25 h / from 0 deg C to room temp.

4: 100 percent / molecular sieves (3 Angstroem) / toluene / 23 h / 20 °C

5: 70.2 percent / toluene / 25 deg C, 30 min. then reflux, 2.5 h.

6: MCPBA, aq. Na₂CO₃ / CH₂Cl₂; H₂O / 5 °C

7: 1.) 2,6-di-tert-butyl-4-methylpyridine, trifluoroacetic anhydride / 1.) toluene, 25 deg C, 15 min. then 130 deg C, 5 min.; 2.) toluene, 200 deg C, 24 h. (in a sealed tube)

With 2,6-di-tert-butyl-4-methylpyridine; 3 A molecular sieve; hydrogen; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; trichlorophosphate; nickel; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ja00215a039

Reference yield:

: 4-Methoxy-2-nitro-benzenediazonium; hydrogen sulfate

: 113352-76-4,113378-64-6
(3aS,10bR,12bR)-3a-Ethyl-8-methoxy-1-oxo-11-phenylsulfanyl-3a,11,12,12b-tetrahydro-1H,4H-6,12a-diaza-indeno[7,1-cd]fluorene-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 55 percent / 0.5M HCl, LiCl / CuCl / H₂O; various solvent(s) / 5 deg C, 3.5 h. then 20 deg C, 4 h.

2: 95 percent / H₂ / Raney-Ni / ethyl acetate / 18 h

3: 84 percent / POCl₃ / 0.5 h / 0 °C

4: 79 percent / NaH / tetrahydrofuran / 0.25 h / from 0 deg C to room temp.

5: 100 percent / molecular sieves (3 Angstroem) / toluene / 23 h / 20 °C

6: toluene / 25 deg C, 30 min. then reflux, 2.5 h.

7: MCPBA, aq. Na₂CO₃ / CH₂Cl₂; H₂O / 5 °C

8: 1.) 2,6-di-tert-butyl-4-methylpyridine, trifluoroacetic anhydride / 1.) toluene, 25 deg C, 15 min. then 130 deg C, 5 min.; 2.) toluene, 200 deg C, 24 h. (in a sealed tube)

With hydrogenchloride; 2,6-di-tert-butyl-4-methylpyridine; 3 A molecular sieve; hydrogen; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; lithium chloride; trichlorophosphate; nickel; copper(l) chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ja00215a039