(10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

Base Information

Chemical Name:(10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne
CAS No.:180000-11-7
Molecular Formula:C₃₂H₆₀O₄
Molecular Weight:508.826
Hs Code.:

Synonyms:

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Chemical Property of (10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

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Technology Process of (10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

There total 13 articles about (10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne 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%

: 110-87-2
3,4-dihydro-2H-pyran

: 172959-08-9
(10R,11R)-11-methoxymethoxy-1-pentacosyn-10-ol

: 180000-11-7
(10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 10h;
DOI:10.1016/0040-4020(96)00477-2

Reference yield:

: 112-71-0
1-Bromotetradecane

: 180000-11-7
(10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) LiNH₂, 2.) HMPA / 1.) ether, liq. NH₃, 2 h, 2.) ether, overnight

2: 95 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

3: 98 percent / imidazole / dimethylformamide / 10 h

4: 99 percent / AD-mixβ, CH3SO2NH2, H2O / 2-methyl-propan-2-ol / 24 h / 0 °C

5: 89 percent / p-TsOH / acetone / 10 h

6: 92 percent / Bu₄FN / tetrahydrofuran / 10 h / Ambient temperature

7: pyridine / 1.) ice-bath, 1 h, 2.) RT, 5 h

8: conc. HCl / methanol / 10 h / Ambient temperature

9: KOH / methanol / 1 h / Ambient temperature

10: 84 percent / i-Pr₂NEt / CH₂Cl₂ / 30 h / Ambient temperature

11: 1.) n-butyllithium, 2.) boron trifluoride etherate

12: 84 percent / Li, 1,3-diaminopropane, potassium tert-butoxide / 2 h / Ambient temperature

13: 78 percent / p-TsOH / CH₂Cl₂ / 10 h

With pyridine; 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; lithium amide; methanesulfonamide; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; water; lithium; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; Trimethylenediamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/0040-4020(96)00477-2

Reference yield:

: 2833-98-9
heptadec-2-yl-1-ol

: 180000-11-7
(10R,11R)-11-methoxymethoxy-10-(tetrahydropyranyl-2'-oxy)-1-pentacosyne

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

2: 98 percent / imidazole / dimethylformamide / 10 h

3: 99 percent / AD-mixβ, CH3SO2NH2, H2O / 2-methyl-propan-2-ol / 24 h / 0 °C

4: 89 percent / p-TsOH / acetone / 10 h

5: 92 percent / Bu₄FN / tetrahydrofuran / 10 h / Ambient temperature

6: pyridine / 1.) ice-bath, 1 h, 2.) RT, 5 h

7: conc. HCl / methanol / 10 h / Ambient temperature

8: KOH / methanol / 1 h / Ambient temperature

9: 84 percent / i-Pr₂NEt / CH₂Cl₂ / 30 h / Ambient temperature

10: 1.) n-butyllithium, 2.) boron trifluoride etherate

11: 84 percent / Li, 1,3-diaminopropane, potassium tert-butoxide / 2 h / Ambient temperature

12: 78 percent / p-TsOH / CH₂Cl₂ / 10 h

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; methanesulfonamide; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; water; lithium; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; Trimethylenediamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/0040-4020(96)00477-2