(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

Base Information

Chemical Name:(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone
CAS No.:97974-78-2
Molecular Formula:C₂₈H₃₇INO₆P
Molecular Weight:641.483
Hs Code.:

(4α,6α,8α,9aα)-(+/-)-<octahydro-6-(3-iodo-4-methoxyphenyl)-8-(phenylmethoxy)-4H-quinolizin-4-yl>-3-(dimethylphosphinyl)-2-propanone

Synonyms:(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

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Chemical Property of (4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

Chemical Property:

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Technology Process of (4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

There total 6 articles about (4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone 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:

: 100-39-0
benzyl bromide

: 97974-78-2
(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 36 h

2: 96 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawesson's reagent) / toluene / 0.17 h / 105 °C

3: 2.) triphenylphosphine, 1,4-diazabicyclo<2.2.2>octane / 1.) chloroform, RT, 24 h, 2.) chloroform, reflux, 1 h

4: 88 percent / sodium cyanoborohydride, HCl / methanol; tetrahydrofuran / 0.17 h / Ambient temperature

5: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 75 min

With Lawessons reagent; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; n-butyllithium; sodium hydride; sodium cyanoborohydride; triphenylphosphine; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jo00230a003

Reference yield:

: 97974-74-8
(6α,8α,9aα)-(+/-)-octahydro-6-(3-iodo-4-methoxyphenyl)-8-(phenylmethoxy)-4H-quinolizin-4-thione

: 97974-78-2
(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) triphenylphosphine, 1,4-diazabicyclo<2.2.2>octane / 1.) chloroform, RT, 24 h, 2.) chloroform, reflux, 1 h

2: 88 percent / sodium cyanoborohydride, HCl / methanol; tetrahydrofuran / 0.17 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 75 min

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; n-butyllithium; sodium cyanoborohydride; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1021/jo00230a003

Reference yield:

: 97974-68-0,97974-69-1
(6R,9aS)-8-Hydroxy-6-(3-iodo-4-methoxy-phenyl)-octahydro-quinolizin-4-one

: 97974-78-2
(4α,6α,8α,9aα)-(+/-)--3-(dimethylphosphinyl)-2-propanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 36 h

2: 96 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawesson's reagent) / toluene / 0.17 h / 105 °C

3: 2.) triphenylphosphine, 1,4-diazabicyclo<2.2.2>octane / 1.) chloroform, RT, 24 h, 2.) chloroform, reflux, 1 h

4: 88 percent / sodium cyanoborohydride, HCl / methanol; tetrahydrofuran / 0.17 h / Ambient temperature

5: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 75 min

With Lawessons reagent; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; n-butyllithium; sodium hydride; sodium cyanoborohydride; triphenylphosphine; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jo00230a003