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

Base Information

Chemical Name:((2R,3S,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-2-hydroxymethyl-7-methyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester
CAS No.:251651-01-1
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

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

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

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

There total 14 articles about ((2R,3S,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-2-hydroxymethyl-7-methyl-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:

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

: 251651-01-1
((2R,3S,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-2-hydroxymethyl-7-methyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran;
DOI:10.1021/ja992315o

Reference yield:

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

: 251651-01-1
((2R,3S,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-2-hydroxymethyl-7-methyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 14 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

With 1H-imidazole; copper(l) iodide; selenium(IV) oxide; 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;
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

: 251651-01-1
((2R,3S,3aR,5aS,7R,9S,9aS)-9-Benzyloxy-2-hydroxymethyl-7-methyl-4-oxo-decahydro-cyclopenta[c]inden-3-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 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

With 1H-imidazole; selenium(IV) oxide; 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;
DOI:10.1021/ja992315o