(4aS)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5α-(4-methyl-3-pentenyl)-1,8aβ-naphthalenedicarbaldehyde

Base Information

Chemical Name:(4aS)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5α-(4-methyl-3-pentenyl)-1,8aβ-naphthalenedicarbaldehyde
CAS No.:73483-87-1
Molecular Formula:C₂₀H₃₀O₂
Molecular Weight:302.457
Hs Code.:
Mol file:73483-87-1.mol

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4aS)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5α-(4-methyl-3-pentenyl)-1,8aβ-naphthalenedicarbaldehyde

Chemical Property:

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Technology Process of (4aS)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5α-(4-methyl-3-pentenyl)-1,8aβ-naphthalenedicarbaldehyde

There total 25 articles about (4aS)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5α-(4-methyl-3-pentenyl)-1,8aβ-naphthalenedicarbaldehyde 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: 78.0%

: 115376-25-5
(4aS,5S,8aR)-(+)-3,4,4a,5,6,7,8,8a-Octahydro-2,5-dimethyl-5-(4-methylpent-3-enyl)naphthalene-1,8a-dicarbaldehyde 8a-Ethylene Acetal

: 73483-87-1
(+)-Perrottetianal A

Guidance literature:: With pyridinium p-toluenesulfonate; In water; acetone; at 80 ℃; for 3h;
DOI:10.1039/P19900001901

Reference yield:

: 98770-79-7
(S)-5,5-(ethylenedioxy)-2,3,4,4a,5,6,7,8-octahydro-4a-<(methoxymethoxy)methyl>-1-methylnaphthalene-2-one

: 73483-87-1
(+)-Perrottetianal A

Guidance literature:: Multi-step reaction with 17 steps

1: 92 percent / Li, liq. NH₃, H₂O / tetrahydrofuran

2: 97 percent / LAH / diethyl ether

3: n-BuLi / tetrahydrofuran / Ambient temperature

4: 82 percent / n-Bu₃SnH, AIBN / toluene / Heating

5: 1.) BH₃; 2.) NaOH, H₂O₂ / 1.) THF;

6: 88 percent / pyridinium dichromate, 4 Angstroem molecular sieve / CH₂Cl₂

7: 68 percent / diethyl ether

8: pyridinium toluene-p-sulphonate / acetone; H₂O / Heating

9: 95 percent / NaH, 15-crown-5 / tetrahydrofuran

10: 97 percent / NaH, HMPA

11: 92 percent / LiCl / hexamethylphosphoric acid triamide / 130 °C

12: 88 percent / conc. H₂SO₄, H₂O / ethanol / Heating

13: 91 percent / (COCl)2, Me₂SO, Et₃N / CH₂Cl₂

14: 86 percent / trimethylsilyl trifluoromethanesulphonate / CH₂Cl₂

15: LDA

16: LiClO₄, CaCO₃ / hexamethylphosphoric acid triamide / 130 °C

17: 78 percent / pyridinium toluene-p-sulphonate / acetone; H₂O / 80 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; 15-crown-5; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; borane; ammonia; water; dihydrogen peroxide; tri-n-butyl-tin hydride; lithium perchlorate; pyridinium p-toluenesulfonate; lithium; sodium hydride; dimethyl sulfoxide; triethylamine; calcium carbonate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetone; toluene;
DOI:10.1039/c39870001351

Reference yield:

: 115376-20-0
(4aS,5S,8aS)-(+)-3,4,4a,5,8,8a-Hexahydro-8a-methoxymethoxymethyl-5-methyl-5-(prop-2-enyl)naphthalene-1,6(2H,7H)-dione 1-Ethylene Acetal

: 73483-87-1
(+)-Perrottetianal A

Guidance literature:: Multi-step reaction with 16 steps

1: 97 percent / LAH / diethyl ether

2: n-BuLi / tetrahydrofuran / Ambient temperature

3: 82 percent / n-Bu₃SnH, AIBN / toluene / Heating

4: 1.) BH₃; 2.) NaOH, H₂O₂ / 1.) THF;

5: 88 percent / pyridinium dichromate, 4 Angstroem molecular sieve / CH₂Cl₂

6: 68 percent / diethyl ether

7: pyridinium toluene-p-sulphonate / acetone; H₂O / Heating

8: 95 percent / NaH, 15-crown-5 / tetrahydrofuran

9: 97 percent / NaH, HMPA

10: 92 percent / LiCl / hexamethylphosphoric acid triamide / 130 °C

11: 88 percent / conc. H₂SO₄, H₂O / ethanol / Heating

12: 91 percent / (COCl)2, Me₂SO, Et₃N / CH₂Cl₂

13: 86 percent / trimethylsilyl trifluoromethanesulphonate / CH₂Cl₂

14: LDA

15: LiClO₄, CaCO₃ / hexamethylphosphoric acid triamide / 130 °C

16: 78 percent / pyridinium toluene-p-sulphonate / acetone; H₂O / 80 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; 15-crown-5; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; borane; water; dihydrogen peroxide; tri-n-butyl-tin hydride; lithium perchlorate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; calcium carbonate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetone; toluene;
DOI:10.1039/c39870001351