(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

Base Information

Chemical Name:(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one
CAS No.:1393529-11-7
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

Suppliers and Price of (1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

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

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Chemical Property of (1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of (1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

There total 4 articles about (1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one 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: 35.0%

: 1393529-10-6
(1S,2R,8R,8aS)-8-benzyloxy-1,2-dihydroxyhexahydroindolizin-5(1H)-one

: 100-39-0
benzyl bromide

: 1393529-11-7
(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

: 107741-02-6,107741-05-9,90706-29-9
(1S,2R,8R,8aR)-1,2,8-tris(benzyloxy)hexahydroindolizin-5(1H)-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 18.5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.06.011

Reference yield:

: 159701-87-8
(3aR,9R,9aR,9bS)-9-benzyloxy-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-a]indolizin-6(9bH)-one

: 1393529-11-7
(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

: 107741-02-6,107741-05-9,90706-29-9
(1S,2R,8R,8aR)-1,2,8-tris(benzyloxy)hexahydroindolizin-5(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methanol / 26 h / Inert atmosphere; Reflux

2: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

With tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetasy.2012.06.011

Reference yield:

: 100-39-0
benzyl bromide

: 1393529-11-7
(1S,2R,8R,8aS)-2,8-bis(benzyloxy)-1-hydroxyhexahydroindolizin-5(1H)-one

: 107741-02-6,107741-05-9,90706-29-9
(1S,2R,8R,8aR)-1,2,8-tris(benzyloxy)hexahydroindolizin-5(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 19 h / 0 - 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid / methanol / 26 h / Inert atmosphere; Reflux

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

With tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2012.06.011