(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

Base Information

Chemical Name:(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole
CAS No.:474669-86-8
Molecular Formula:C₁₈H₁₇NO₂S
Molecular Weight:311.404
Hs Code.:

Synonyms:(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

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Chemical Property of (3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

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Technology Process of (3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

There total 2 articles about (3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole 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: 81.0%

: 1517-82-4
(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

: 220886-58-8
(3aS,8aR)-2-methyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazole

: 474669-86-8
(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

Guidance literature:: (3aS,8aR)-2-methyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazole; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate; In tetrahydrofuran; hexane; at -78 ℃; for 12h;
DOI:10.1248/cpb.50.372

Reference yield:

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
(1S,2R)-1-amino-2-indanol

: 474669-86-8
(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / CH₂Cl₂ / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 81 percent / tetrahydrofuran; hexane / 12 h / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1248/cpb.50.372

Reference yield: 96.0%

: 474669-86-8
(3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole

: 74-88-4
methyl iodide

: 474669-87-9
(3aS,8aR,Rs)-3a,8a-dihydro-2-[1-(p-toluenesulfinyl)ethyl]-8H-indeno[1,2-d]-1,3-oxazole

Guidance literature:: (3aS,8aR)-3a,8a-dihydro-2-(p-toluenesulfinylmethyl)-8H-indeno[1,2-d]-1,3-oxazole; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; hexane; at -78 ℃; for 12h;
DOI:10.1248/cpb.50.372