1β,3β-specionin

Base Information

Chemical Name:1β,3β-specionin
CAS No.:113531-99-0
Molecular Formula:C₂₀H₂₆O₈
Molecular Weight:394.422
Hs Code.:

Synonyms:1β,3β-specionin

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Chemical Property of 1β,3β-specionin

Chemical Property:

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Technology Process of 1β,3β-specionin

There total 138 articles about 1β,3β-specionin 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: 89.0%

: 109519-08-6,109582-87-8,109582-88-9,109582-89-0,109582-90-3,109582-91-4,109582-92-5,109582-93-6,121784-83-6,121784-84-7,121784-85-8
4-Benzyloxy-benzoic acid (1aS,1bS,2R,4S,5aR,6S,6aS)-2,4-diethoxy-1a-hydroxymethyl-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester

: 113531-99-0
1β,3β-specionin

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 45h;
DOI:10.1016/S0040-4020(01)85940-8

Reference yield:

: 121681-21-8
tert-Butyl-[1-((3S,6R)-6-ethoxy-3,6-dihydro-2H-pyran-3-yloxy)-vinyloxy]-dimethyl-silane

: 113531-99-0
1β,3β-specionin

Guidance literature:: Multi-step reaction with 18 steps

1: toluene / 20 h / 80 °C

2: KF, KHCO₃, water / hexamethylphosphoric acid triamide / 8 h / 25 °C

3: hexamethylphosphoric acid triamide / 12 h

4: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -25 deg C to 25 deg C, 1.5 h

5: 1.) LDA / 1.) THF; -78 deg C, 30 min, 2.) benzene, -78 deg C, 1 h, then to 25 deg C, 30 min

6: 100 percent / Et₃N, MeNCO / benzene / 14 h, 25 deg C, then 85 deg C, 1 h

7: 1.) saturated NaHCO₃, mCPBA / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) benzene, reflux, 5 h

8: 1.) n-BuLi, DIBAL / 1.) -78 deg C, 2.) THF -78 deg C, 1 h, then warming to 0 deg C, 5 min

9: 52 percent / imidazole / dimethylformamide / 16 h / 45 °C

10: 321 mg / 3,5-dinitroperoxybenzoic acid(3,5-DNBA), NaH₂PO₄ / 4,4'-thiobis(Z-t-butyl-6-methylphenol) / CH₂Cl₂ / 5 h / 25 °C

11: 74 percent / boric acid, H₂ / Rh/Al / methanol; H₂O / 1.5 h / 25 °C

12: 35 mg / MsCl, Et₃N / CH₂Cl₂ / 0.5 h / 25 °C

13: NaBH₄, CeCl₃ / methanol / investigation ofreduction with var. reagents

14: 90 percent / dihydridotris(triphenylphosphine)ruthenium(II) / ethanol / 5 h / Heating

15: 3.4 mg / DCC / DMAP / CH₂Cl₂ / 72 h

16: 1.) Hg(II)(OAc)2, 2.) Bu₃SnH / 1.) EtOH, 1 h, 25 deg C, 2.) benzene, 0 deg C, 30 min

17: 49 percent / n-butylammonium fluoride / tetrahydrofuran / 30 h / 25 °C

18: 89 percent / H₂ / 10 percent Pd(C) / ethanol / 45 h

With 1H-imidazole; tetranormalbutyl ammonium fluoride; potassium fluoride; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; cerium(III) chloride; dihydridotris(triphenylphosphine)ruthenium(II); 3,5-dinitrobenzoperoxoic acid; mercury(II) diacetate; water; hydrogen; tri-n-butyl-tin hydride; boric acid; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium hydrogencarbonate; methanesulfonyl chloride; triethylamine; methyl isocyanate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; lithium diisopropyl amide; dmap; palladium on activated charcoal; rhodium on aluminium; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(01)85940-8

Reference yield:

: Potassium; ((2R,3R)-2-ethoxy-3,6-dihydro-2H-pyran-3-yl)-acetate

: 113531-99-0
1β,3β-specionin

Guidance literature:: Multi-step reaction with 16 steps

1: hexamethylphosphoric acid triamide / 12 h

2: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -25 deg C to 25 deg C, 1.5 h

3: 1.) LDA / 1.) THF; -78 deg C, 30 min, 2.) benzene, -78 deg C, 1 h, then to 25 deg C, 30 min

4: 100 percent / Et₃N, MeNCO / benzene / 14 h, 25 deg C, then 85 deg C, 1 h

5: 1.) saturated NaHCO₃, mCPBA / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) benzene, reflux, 5 h

6: 1.) n-BuLi, DIBAL / 1.) -78 deg C, 2.) THF -78 deg C, 1 h, then warming to 0 deg C, 5 min

7: 52 percent / imidazole / dimethylformamide / 16 h / 45 °C

8: 321 mg / 3,5-dinitroperoxybenzoic acid(3,5-DNBA), NaH₂PO₄ / 4,4'-thiobis(Z-t-butyl-6-methylphenol) / CH₂Cl₂ / 5 h / 25 °C

9: 74 percent / boric acid, H₂ / Rh/Al / methanol; H₂O / 1.5 h / 25 °C

10: 35 mg / MsCl, Et₃N / CH₂Cl₂ / 0.5 h / 25 °C

11: NaBH₄, CeCl₃ / methanol / investigation ofreduction with var. reagents

12: 90 percent / dihydridotris(triphenylphosphine)ruthenium(II) / ethanol / 5 h / Heating

13: 3.4 mg / DCC / DMAP / CH₂Cl₂ / 72 h

14: 1.) Hg(II)(OAc)2, 2.) Bu₃SnH / 1.) EtOH, 1 h, 25 deg C, 2.) benzene, 0 deg C, 30 min

15: 49 percent / n-butylammonium fluoride / tetrahydrofuran / 30 h / 25 °C

16: 89 percent / H₂ / 10 percent Pd(C) / ethanol / 45 h

With 1H-imidazole; tetranormalbutyl ammonium fluoride; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; cerium(III) chloride; dihydridotris(triphenylphosphine)ruthenium(II); 3,5-dinitrobenzoperoxoic acid; mercury(II) diacetate; hydrogen; tri-n-butyl-tin hydride; boric acid; diisobutylaluminium hydride; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; methyl isocyanate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; lithium diisopropyl amide; dmap; palladium on activated charcoal; rhodium on aluminium; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)85940-8