(4aS,6aR,6bS,10aS,11aS)-3,9-dimethyl-4a,5,6a,6b,7,8,9,10,10a,11-decahydro-1H-benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione

Base Information

Chemical Name:(4aS,6aR,6bS,10aS,11aS)-3,9-dimethyl-4a,5,6a,6b,7,8,9,10,10a,11-decahydro-1H-benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione
CAS No.:73885-47-9
Molecular Formula:C17H23 N O2
Molecular Weight:273.375
Hs Code.:

Synonyms:1H-Benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione,4a,5,6a,6b,7,8,9,10,10a,11-decahydro-3,9-dimethyl-, [4aS-(4aa,6ab,6ba,10aa,11aR*)]-; (+)-Magellaninone;Magellaninone

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Chemical Property of (4aS,6aR,6bS,10aS,11aS)-3,9-dimethyl-4a,5,6a,6b,7,8,9,10,10a,11-decahydro-1H-benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione

Chemical Property:

Vapor Pressure:1.43E-07mmHg at 25°C
Boiling Point:429.1°C at 760 mmHg
Flash Point:188.5°C
Density:1.18g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (4aS,6aR,6bS,10aS,11aS)-3,9-dimethyl-4a,5,6a,6b,7,8,9,10,10a,11-decahydro-1H-benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione

There total 36 articles about (4aS,6aR,6bS,10aS,11aS)-3,9-dimethyl-4a,5,6a,6b,7,8,9,10,10a,11-decahydro-1H-benzo[3a,4]pentaleno[2,1-c]pyridine-1,6(4H)-dione 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: 87.0%

: 61273-75-4
(-)-magellanine

: 73885-47-9
(+)-magellaninone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b01975

Reference yield: 85.0%

: 147649-47-6
C⁽⁵⁾-epimagellanine

: 73885-47-9
(+)-magellaninone

Guidance literature:: With jones reagent; at 23 ℃;
DOI:10.1021/ja00060a064

Reference yield:

: (1S,3aR,4S,5aS,7R,9aS)-1-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,4,5,5a,6,7-octahydro-1H-cyclopenta[c]indene-4,7-diol

: 73885-47-9
(+)-magellaninone

Guidance literature:: Multi-step reaction with 16 steps

1: (i-Pr)2NEt / CH₂Cl₂

2: Bu₄NF, 3-A sieves / hexamethylphosphoric acid triamide / Ambient temperature

3: pyridinium chlorochromate (PCC)/Al₂O₃ / CH₂Cl₂

4: LiN(SiMe₃)2 / tetrahydrofuran

5: H₂O₂, pyridine

6: 2.) KF, 3.) lithium diisopropylamide (LDA)

7: NaBH₄ / methanol / Ambient temperature

8: 2.) tris(trimethylsilyl)silane, AIBN / 2.) benzene

9: NaBH₄, CoCl₂ / methanol

10: KOH / methanol

11: NaH / tetrahydrofuran

12: LDA / tetrahydrofuran / -78 - -10 °C

13: aq. HCl / tetrahydrofuran

14: MnO₂ / CHCl₃

15: tetrahydrofuran / -78 °C

16: 1.) LiAlH₄, 2.) Cr₂O₃, aq. H₂SO₄ / 1.) THF, reflux

With pyridine; hydrogenchloride; manganese(IV) oxide; aluminum oxide; chromium(III) oxide; potassium fluoride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 3 A molecular sieve; sulfuric acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform;
DOI:10.1021/ja00063a072