(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

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Chemical Name:(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole
CAS No.:1608130-47-7
Molecular Formula:C₃₁H₄₉NO₅Si₂
Molecular Weight:571.905
Hs Code.:

Synonyms:(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

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Chemical Property of (1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

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Technology Process of (1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

There total 7 articles about (1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole 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%

: (3R,4R,4aR,5R,6S)-3-(tert-butyldiphenylsiloxy)-5,6-isopropylidenedioxy-4-[2-(trimethylsilyl)ethoxy]hexahydropyrrolo[1,2-b][1,2]oxazine

: 1608130-47-7
(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 3h; chemoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201301406

Reference yield:

: 1608130-39-7
(4aS,5R,6S)-5,6-isopropylidenedioxy-4-[2-(trimethylsilyl)ethoxy]-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b][1,2]oxazine

: 1608130-47-7
(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 3 h / -30 - 20 °C / Inert atmosphere

1.2: -10 - 20 °C / Inert atmosphere

2.1: dmap; 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: samarium diiodide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; samarium diiodide; borane-THF; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301406

Reference yield:

: 1608130-40-0
(3R,4R,4aR,5R,6S)-5,6-isopropylidenedioxy-4-[2-(trimethylsilyl)ethoxy]hexahydropyrrolo[1,2-b][1,2]oxazin-3-ol

: 1608130-47-7
(1'R,2'R,3aR,4R,6aS)-4-{2'-(tert-butyldiphenylsiloxy)-3'-hydroxy-1'-[2-(trimethylsilyl)ethoxy]propyl}-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

2: samarium diiodide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; samarium diiodide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301406