((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Base Information

Chemical Name:((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester
CAS No.:251651-04-4
Molecular Formula:C₂₅H₃₃NO₅
Molecular Weight:427.541
Hs Code.:

Synonyms:((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

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Chemical Property of ((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

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Technology Process of ((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

There total 17 articles about ((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic 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:

: (R)-2-[(E)-3-(Dimethyl-phenyl-silanyl)-allyl]-5-methyl-cyclohex-2-enone

: 251651-04-4
((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 17 steps

1.1: CuI

2.1: NaI; mCPBA

3.1: 82 percent / Bu₃SnH; AIBN / benzene / Heating

4.1: Li; NH₃

5.1: TBAF

5.2: KHCO₃; H₂O₂ / methanol

6.1: 95 percent / imidazole

7.1: 90 percent / PCC

8.1: 88 percent / L-Selectride

9.1: 87 percent / KH / tetrahydrofuran

10.1: 82 percent / CF₃COOH

11.1: SeO₂ / dioxane

13.1: LiClO₄ / diethyl ether / 20 °C

14.1: aq. AcOH / tetrahydrofuran

15.1: 86 percent

16.1: (COCl)2

With 1H-imidazole; copper(l) iodide; selenium(IV) oxide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; ammonia; tri-n-butyl-tin hydride; lithium perchlorate; lithium; potassium hydride; L-Selectride; acetic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; benzene; 1.1: addition; silylation / 2.1: Iodination / 3.1: Cyclization / 4.1: Reduction / 5.1: Substitution / 5.2: Oxidation / 6.1: silylation / 7.1: Oxidation / 8.1: Reduction / 9.1: benzylation / 10.1: desilylation / 11.1: allylic oxidation / 12.1: Swern oxidation / 13.1: Addition / 14.1: desilylation / 15.1: Jones oxidation / 16.1: Chlorination / 17.1: Substitution;
DOI:10.1021/ja992315o

Reference yield:

: 251650-95-0
(2S,5aR,7R,9R,9aS)-2-Hydroxymethyl-7-methyl-3-trimethylsilanyl-2,4,5,5a,6,7,8,9-octahydro-1H-cyclopenta[c]inden-9-ol

: 251651-04-4
((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / imidazole

2: 90 percent / PCC

3: 88 percent / L-Selectride

4: 87 percent / KH / tetrahydrofuran

5: 82 percent / CF₃COOH

6: SeO₂ / dioxane

8: LiClO₄ / diethyl ether / 20 °C

9: aq. AcOH / tetrahydrofuran

10: 86 percent

11: (COCl)2

With 1H-imidazole; selenium(IV) oxide; oxalyl dichloride; lithium perchlorate; potassium hydride; L-Selectride; acetic acid; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; 1: silylation / 2: Oxidation / 3: Reduction / 4: benzylation / 5: desilylation / 6: allylic oxidation / 7: Swern oxidation / 8: Addition / 9: desilylation / 10: Jones oxidation / 11: Chlorination / 12: Substitution;
DOI:10.1021/ja992315o

Reference yield:

: 251650-99-4
(9-benzyloxy-7-methyl-2,4,5,5a,6,7,8,9-octahydro-1H-cyclopenta[c]inden-2-ylmethoxy)-tert-butyl-dimethyl-silane

: 251651-04-4
((3R,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-7-methyl-2-methylcarbamoyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: SeO₂ / dioxane

3: LiClO₄ / diethyl ether / 20 °C

4: aq. AcOH / tetrahydrofuran

5: 86 percent

6: (COCl)2

With selenium(IV) oxide; oxalyl dichloride; lithium perchlorate; acetic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; 1: allylic oxidation / 2: Swern oxidation / 3: Addition / 4: desilylation / 5: Jones oxidation / 6: Chlorination / 7: Substitution;
DOI:10.1021/ja992315o