(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Base Information

Chemical Name:(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride
CAS No.:1319211-72-7
Molecular Formula:C₂₄H₄₀NO₃Si*Cl
Molecular Weight:454.125
Hs Code.:

Synonyms:(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Suppliers and Price of (3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

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 (3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

There total 11 articles about (3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride 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:

: 1319211-71-6
(1R)-1-((4R,5S)-5-(1-benzylpyrrolidin-2-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyldimethylsilyloxy)ethanol

: 1319211-72-7
(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Guidance literature:: With pyridine; methanesulfonyl chloride; at -20 - 20 ℃;
DOI:10.1016/j.tet.2011.05.129

Reference yield:

: 50866-82-5
2,3:4,5-di-O-isopropylidene-aldehydo-D-ribose

: 1319211-72-7
(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium sulfate / dichloromethane / 15 h / 20 °C

2.1: samarium diiodide; water / tetrahydrofuran / 1 h / -88 - -81 °C / Inert atmosphere

3.1: acetic acid; zinc / tetrahydrofuran; water / 1.5 h / 50 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

4.2: 20 °C / Inert atmosphere

5.1: water; acetic acid / 72 h / 40 °C

5.2: pH > 10

6.1: 1H-imidazole / dichloromethane / 19 h / 20 °C

7.1: pyridine; methanesulfonyl chloride / -20 - 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; samarium diiodide; water; magnesium sulfate; acetic acid; methanesulfonyl chloride; zinc; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2011.05.129

Reference yield:

: 1319211-60-3
methyl 4-(benzyl(hydroxy)amino)-4-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)butanoate

: 1319211-72-7
(3aR,4S,8aS,8bS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]pyrrolizin-5-ium chloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; zinc / tetrahydrofuran; water / 1.5 h / 50 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2.2: 20 °C / Inert atmosphere

3.1: water; acetic acid / 72 h / 40 °C

3.2: pH > 10

4.1: 1H-imidazole / dichloromethane / 19 h / 20 °C

5.1: pyridine; methanesulfonyl chloride / -20 - 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; water; acetic acid; methanesulfonyl chloride; zinc; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2011.05.129