((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

Base Information

Chemical Name:((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol
CAS No.:1449374-99-5
Molecular Formula:C₂₃H₃₄O₈
Molecular Weight:438.518
Hs Code.:

((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

Synonyms:((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

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Chemical Property of ((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

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Technology Process of ((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

There total 14 articles about ((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol 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: 96.0%

: 1449374-98-4
tert-butyl(((3aS,4S,6S,7aS)-4-((4R,5S)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methoxy)diphenylsilane

: 1449374-99-5
((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1016/j.tet.2013.05.067

Reference yield:

: C₂₆H₃₄O₅Si

: 1449374-99-5
((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

Guidance literature:: Multi-step reaction with 6 steps

1: dichloromethane / 1 h / 20 °C

2: diisobutylaluminium hydride / toluene; hexane / -78 - 0 °C

3: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C

4: AD-mix-β; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol / pH 7

5: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

With potassium osmate(VI) dihydrate; methanesulfonamide; AD-mix-β; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene; tert-butyl alcohol; 4: |Sharpless Dihydroxylation;
DOI:10.1016/j.tet.2013.05.067

Reference yield:

: 1449374-89-3
(2R,3S,4R,5S,6R)-2-(2-methylprop-1-en-1-yl)-6-((tert-butyldiphenylsilyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triol

: 1449374-99-5
((3aS,4S,6S,7aS)-4-(5-((4R,5S)-(4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C

2.1: 1H-imidazole; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

2.2: 0.5 h / 20 °C

2.3: 0.17 h

3.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / 2.5 h / 60 °C / Reflux

4.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tert-butyl alcohol / 20 °C / pH 7

4.2: 3407 / 4 h / 20 °C / pH 7

5.1: dichloromethane / 1 h / 20 °C

6.1: diisobutylaluminium hydride / toluene; hexane / -78 - 0 °C

7.1: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C

8.1: AD-mix-β; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol / pH 7

9.1: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

With 1H-imidazole; potassium osmate(VI) dihydrate; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); methanesulfonamide; AD-mix-β; potassium tert-butylate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene; mineral oil; tert-butyl alcohol; benzene; 3.1: |Barton-McCombie Deoxygenation / 8.1: |Sharpless Dihydroxylation;
DOI:10.1016/j.tet.2013.05.067