(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

Base Information

Chemical Name:(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole
CAS No.:211316-05-1
Molecular Formula:C₂₂H₃₁NO₃
Molecular Weight:357.493
Hs Code.:

Synonyms:(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

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Chemical Property of (2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

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Technology Process of (2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

There total 3 articles about (2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole 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: 85.0%

: 100-39-0
benzyl bromide

: 211316-04-0
(2S,3aS,4aS,5R,8S,8aR)-2-(hydroxymethyl)-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

: 211316-05-1
(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; for 4h; Ambient temperature;
DOI:10.1021/jo980326e

Reference yield:

: (+)-3-(hydroxylamino)isoborneol hydrochloride

: 211316-05-1
(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) CaCO₃ / 1.) toluene, 45 deg C, 4 h, 2.) toluene, 80 deg C, 2 h

2: 93 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

3: 85 percent / NaH, n-Bu₄NI / tetrahydrofuran; dimethylformamide / 4 h / Ambient temperature

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; calcium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo980326e

Reference yield:

: 211316-00-6
(2S,3aS,4aS,5R,8S,8aR)-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole-2-carboxylic acid methyl ester

: 211316-05-1
(2S,3aS,4aS,5R,8S,8aR)-2-{[(phenylmethyl)oxy]methyl}-2,5,10,10-tetramethyl-5,8-methanooctahydro-2H-isoxazolo[3,2-b]benzoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

2: 85 percent / NaH, n-Bu₄NI / tetrahydrofuran; dimethylformamide / 4 h / Ambient temperature

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo980326e