(+/-)-2-desoxystemodinone

Base Information

Chemical Name:(+/-)-2-desoxystemodinone
CAS No.:41703-77-9
Molecular Formula:C₂₀H₃₄O
Molecular Weight:290.489
Hs Code.:

Synonyms:

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Chemical Property of (+/-)-2-desoxystemodinone

Chemical Property:

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Technology Process of (+/-)-2-desoxystemodinone

There total 26 articles about (+/-)-2-desoxystemodinone 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:

: 95998-93-9
C₁₉H₃₀O

: 41703-77-9,72690-42-7,96193-14-5,101143-85-5
(+/-)-2-desoxystemodinone

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / SmI₂ / tetrahydrofuran / 22 h / Ambient temperature

2: 94 percent / Na, liq. NH₃ / tetrahydrofuran / 0.5 h / Heating

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 3 min, 2.) CH₂Cl₂, from -60 deg C to RT

4: Me₂AlCl / CH₂Cl₂; hexane / 0.02 h / -78 °C

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 3 min, 2.) CH₂Cl₂, from -60 deg C to RT

6: 87 percent / SmI₂, t-BuOH / tetrahydrofuran / 12 h / Ambient temperature

7: 1.) hydrazine monohydrate, KOH, 2.) m-chloroperbenzoic acid, 3.) LiEt₃BH

With potassium hydroxide; samarium diiodide; oxalyl dichloride; ammonia; sodium; dimethylaluminum chloride; lithium triethylborohydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00101a012

Reference yield:

: (+/-)-(1'α,2'β,4'aα,8'aβ)-3',4',4'a,5',6',7',8',8'a-octahydro-4,5',5',8'a-tetramethylspiro<3-cyclohexene-1,1'(2'H)-naphthalene>-2'-methanol

: 41703-77-9,72690-42-7,96193-14-5,101143-85-5
(+/-)-2-desoxystemodinone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 3 min, 2.) CH₂Cl₂, from -60 deg C to RT

2: Me₂AlCl / CH₂Cl₂; hexane / 0.02 h / -78 °C

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 3 min, 2.) CH₂Cl₂, from -60 deg C to RT

4: 87 percent / SmI₂, t-BuOH / tetrahydrofuran / 12 h / Ambient temperature

5: 1.) hydrazine monohydrate, KOH, 2.) m-chloroperbenzoic acid, 3.) LiEt₃BH

With potassium hydroxide; samarium diiodide; oxalyl dichloride; dimethylaluminum chloride; lithium triethylborohydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00101a012

Reference yield:

: (+/-)-(1'α,2'β,4'aα,8'aβ)-3',4',4'a,5',6',7',8',8'a-octahydro-4,5',5',8'a-tetramethylspiro<3-cyclohexene-1,1'(2'H)-naphthalene>-2'-carboxaldehyde

: 41703-77-9,72690-42-7,96193-14-5,101143-85-5
(+/-)-2-desoxystemodinone

Guidance literature:: Multi-step reaction with 4 steps

1: Me₂AlCl / CH₂Cl₂; hexane / 0.02 h / -78 °C

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 3 min, 2.) CH₂Cl₂, from -60 deg C to RT

3: 87 percent / SmI₂, t-BuOH / tetrahydrofuran / 12 h / Ambient temperature

4: 1.) hydrazine monohydrate, KOH, 2.) m-chloroperbenzoic acid, 3.) LiEt₃BH

With potassium hydroxide; samarium diiodide; oxalyl dichloride; dimethylaluminum chloride; lithium triethylborohydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00101a012