(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Base Information

Chemical Name:(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol
CAS No.:1449374-97-3
Molecular Formula:C₃₆H₄₈O₈Si
Molecular Weight:636.858
Hs Code.:

(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Synonyms:(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Suppliers and Price of (1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

There total 12 articles about (1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol 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:

: 1449374-95-1
tert-butyl(((3aS,4R,6S,7aS)-4-((E)-3-(4-methoxybenzyloxy)prop-1-en-1-yl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)methoxy)diphenylsilane

: 1449374-96-2
(1R,2S)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

: 1449374-97-3
(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Guidance literature:: With potassium osmate(VI) dihydrate; methanesulfonamide; AD-mix-α; hydroquinidein 1,4-phthalazinediyl diether; In tert-butyl alcohol; at 5 ℃; for 40h; pH=7; Overall yield = 71 %; Overall yield = 410 mg; diastereoselective reaction;
DOI:10.1016/j.tet.2013.05.067

Reference yield:

: C₂₆H₃₄O₅Si

: 1449374-97-3
(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Guidance literature:: Multi-step reaction with 4 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

With potassium osmate(VI) dihydrate; methanesulfonamide; AD-mix-β; potassium tert-butylate; diisobutylaluminium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; hexane; dichloromethane; 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

: 1449374-97-3
(1S,2R)-1-((3aS,4R,6S,7aS)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Guidance literature:: Multi-step reaction with 8 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

With 1H-imidazole; potassium osmate(VI) dihydrate; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); methanesulfonamide; AD-mix-β; potassium tert-butylate; 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