(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester
CAS No.:145346-03-8
Molecular Formula:C₃₀H₃₆O₈
Molecular Weight:524.611
Hs Code.:

(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

Synonyms:(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

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Chemical Property of (2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

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Technology Process of (2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

There total 8 articles about (2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl 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: 71.0%

: 145363-44-6
(4S,4aS,7R,8aS)-4-[2-((1R,2S)-2-Hydroxy-1-methyl-5-oxo-cyclopentyl)-ethyl]-7-isopropenyl-2,5-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

: 1885-14-9
phenyl chloroformate

: 145346-03-8
(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1139/v92-243

Reference yield:

: 41878-37-9
1β-benzoyloxy-7aβ-methyl-5,6,7,7a-tetrahydroindan-5-one

: 145346-03-8
(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 1.) BH₃*THF, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 0 deg C, 2 h, 2.) CH₂Cl₂, room temperature, 3 h

3: 73 percent / benzene / 48 h / Heating

4: 1.) Zn, I₂ / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min

5: 58 percent / MnO₂ / ethyl acetate / 8 h / Ambient temperature

6: 1.) Cs₂CO₃, 2.) CF₃CO₂H / 1.) CHCl₃, room temperature, 6 h, 2.) benzene, reflux, 5 h

7: 73 percent / NaOMe / methanol / 15 h / Ambient temperature

8: 71 percent / pyridine / 24 h / Ambient temperature

With pyridine; manganese(IV) oxide; borane-THF; iodine; sodium methylate; caesium carbonate; pyridinium chlorochromate; trifluoroacetic acid; zinc; In methanol; ethyl acetate; benzene;
DOI:10.1139/v92-243

Reference yield:

: 130312-99-1
Benzoic acid (1S,2R)-2-methyl-3-oxo-2-(3-oxo-propyl)-cyclopentyl ester

: 145346-03-8
(2R,4aS,5S,8aS)-2-Isopropenyl-5-[2-((1R,5S)-1-methyl-2-oxo-5-phenoxycarbonyloxy-cyclopentyl)-ethyl]-4,7-dioxo-octahydro-naphthalene-4a-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / benzene / 48 h / Heating

2: 1.) Zn, I₂ / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min

3: 58 percent / MnO₂ / ethyl acetate / 8 h / Ambient temperature

4: 1.) Cs₂CO₃, 2.) CF₃CO₂H / 1.) CHCl₃, room temperature, 6 h, 2.) benzene, reflux, 5 h

5: 73 percent / NaOMe / methanol / 15 h / Ambient temperature

6: 71 percent / pyridine / 24 h / Ambient temperature

With pyridine; manganese(IV) oxide; iodine; sodium methylate; caesium carbonate; trifluoroacetic acid; zinc; In methanol; ethyl acetate; benzene;
DOI:10.1139/v92-243