cannabimovone

Base Information

• Chemical Name: cannabimovone
• CAS No.: 1227939-59-4
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.467

Synonyms:

Chemical Property of cannabimovone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cannabimovone

There total 21 articles about cannabimovone 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:

(1R,2R,3R,5R)-5-acetyl-2-(2,6-dihydroxy-4-pentylphenyl)-3-(prop-1-en-2-yl)cyclopentyl allylcarbonate → cannabimovone (1227939-59-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimedone; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201601834

Reference yield:

2-iodo-1,3-bis(methoxymethoxy)-5-pentylbenzene → cannabimovone (1227939-59-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / 0.25 h / Inert atmosphere

1.2: 0.25 h / Inert atmosphere

1.3: 16 h / 25 °C / Inert atmosphere

2.1: Echavarren's catalyst / dimethyl sulfoxide / 3 h / 25 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

6.1: sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 25 °C / Inert atmosphere

7.1: N,N,N,N,-tetramethylethylenediamine / dichloromethane / 1.5 h / -40 °C / Inert atmosphere

8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

9.1: magnesium bromide; n-butanethiol / diethyl ether / 30 h / 25 °C / Inert atmosphere

10.1: dimedone; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Echavarren's catalyst; n-butanethiol; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; Dess-Martin periodane; dimedone; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 4.1: |Meinwald Rearrangement;

DOI:10.1002/anie.201601834

Reference yield:

(((2S,3R)-3-ethynyl-6-methylhept-5-en-2-yl)oxy) tert-butyldimethylsilane → cannabimovone (1227939-59-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / 0.25 h / Inert atmosphere

1.2: 0.25 h / Inert atmosphere

1.3: 16 h / 25 °C / Inert atmosphere

2.1: Echavarren's catalyst / dimethyl sulfoxide / 3 h / 25 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

6.1: sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 25 °C / Inert atmosphere

7.1: N,N,N,N,-tetramethylethylenediamine / dichloromethane / 1.5 h / -40 °C / Inert atmosphere

8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

9.1: magnesium bromide; n-butanethiol / diethyl ether / 30 h / 25 °C / Inert atmosphere

10.1: dimedone; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Echavarren's catalyst; n-butanethiol; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; Dess-Martin periodane; dimedone; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 4.1: |Meinwald Rearrangement;

DOI:10.1002/anie.201601834

upstream raw materials:

1,3-Bis(methoxymethoxy)-5-pentylbenzene

Olivetol

prenyl bromide

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