(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

Base Information

Chemical Name:(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol
CAS No.:121133-13-9
Molecular Formula:C₁₇H₂₃NOS
Molecular Weight:289.442
Hs Code.:

Synonyms:(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

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Chemical Property of (2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

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Technology Process of (2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

There total 6 articles about (2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol 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: 96.0%

: 121133-12-8,144632-26-8
(2RS,3SR)-3-(1'-Azabicyclo<2.2.2>oct-2'-en-3'-yl)-2-methyl-3-(phenylthio)propyl Benzoate

: 121133-13-9
(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

Guidance literature:: With sodium hydroxide; In methanol;
DOI:10.1016/S0040-4039(00)80748-0

Reference yield:

: 3731-38-2
3-Quinuclidinone

: 121133-13-9
(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: BuLi / tetrahydrofuran / -30 °C

2: SOCl₂ / CH₂Cl₂ / 0 °C

3: 72 percent / LDA

4: 75 percent / LiAlH₄

5: 97 percent

6: 69 percent / TsOH

7: 96 percent / NaOH / methanol

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)80748-0

Reference yield:

: 121133-07-1
3-Phenylthio-1-azabicyclo<2.2.2>octane-3-carbaldehyde

: 121133-13-9
(2S,3R)-3-(1-Aza-bicyclo[2.2.2]oct-2-en-3-yl)-2-methyl-3-phenylsulfanyl-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / LDA

2: 75 percent / LiAlH₄

3: 97 percent

4: 69 percent / TsOH

5: 96 percent / NaOH / methanol

With sodium hydroxide; lithium aluminium tetrahydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol;
DOI:10.1016/S0040-4039(00)80748-0