(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

Base Information

Chemical Name:(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione
CAS No.:155395-80-5
Molecular Formula:C₂₂H₃₁NO₂S
Molecular Weight:373.56
Hs Code.:

Synonyms:(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

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Chemical Property of (2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

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Technology Process of (2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

There total 6 articles about (2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione 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: 70.0%

: 155395-76-9
(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(3-methyl-but-2-enylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

: 155395-80-5
(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

: (2S,3S,6R)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

Guidance literature:: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In tetrahydrofuran; at 65 ℃; for 44h;
DOI:10.1016/S0040-4039(99)02294-7

Reference yield: 68.0%

: 155395-76-9
(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(3-methyl-but-2-enylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

: 155395-80-5
(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

Guidance literature:: In xylene; at 140 ℃; for 12h;
DOI:10.1021/ja00085a059

Reference yield:

: 116950-01-7
(2S,3S,8aR)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-5H-oxazolo<3,2-a>pyridine

: 155395-80-5
(2S,3S,6S,8aR)-6-(1,1-Dimethyl-allyl)-3-methoxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione

Guidance literature:: Multi-step reaction with 5 steps

1: KH / tetrahydrofuran

2: 1.) LDA / 1.) THF, -78 deg C

3: 98 percent / 2>2 / toluene / 1 h / 110 °C

4: 1.) LDA / 1.) THF, 0 deg C

5: 68 percent / xylene / 12 h / 140 °C

With 2; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; toluene; xylene;
DOI:10.1021/ja00085a059