{2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Base Information

• Chemical Name: {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine
• CAS No.: 216005-98-0
• Molecular Formula: C₂₄H₃₃NO₆
• Molecular Weight: 431.529
• Mol file: 216005-98-0.mol

Synonyms:

Chemical Property of {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

There total 24 articles about {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine 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:

{2-[(1S,2R)-1-(3,4-Dimethoxy-phenyl)-2-hydroxy-cyclohexyl]-ethyl}-methyl-carbamic acid methyl ester (216005-90-2) → {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine (216005-98-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / NaH / tetrahydrofuran / 6 h / Ambient temperature

2: 82 percent / various solvent(s) / 18 h / Heating

3: 73 percent / CrO₃, 3,5-dimethylpyrazole / CH₂Cl₂ / 2 h / -15 °C

4: 88 percent / I₂ / pyridine; CCl₄ / 20 h / Ambient temperature

5: 95 percent / i-Pr₂NH / PdCl₂(PPh₃)2, CuI / tetrahydrofuran / 0.67 h / 0 °C

6: 76 percent / p-TsOH / benzene / 12 h / Heating

7: 97 percent / H₂ / Lindlar catalyst / ethyl acetate / 2.5 h / Ambient temperature

8: KOH / ethanol / 24 h / Heating

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; potassium hydroxide; hydrogen; iodine; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; Lindlar's catalyst; copper(l) iodide; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; dichloromethane; ethyl acetate; benzene;

DOI:10.1016/S0040-4039(98)01689-X

Reference yield:

{2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-[1,3]dioxolan-2-ylethynyl-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-carbamic acid methyl ester (216005-96-8) → {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine (216005-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂ / Lindlar catalyst / ethyl acetate / 2.5 h / Ambient temperature

2: KOH / ethanol / 24 h / Heating

With potassium hydroxide; hydrogen; Lindlar's catalyst; In ethanol; ethyl acetate;

DOI:10.1016/S0040-4039(98)01689-X

Reference yield:

Propiolaldehyde diethyl acetal (10160-87-9) → {2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine (216005-98-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / i-Pr₂NH / PdCl₂(PPh₃)2, CuI / tetrahydrofuran / 0.67 h / 0 °C

2: 76 percent / p-TsOH / benzene / 12 h / Heating

3: 97 percent / H₂ / Lindlar catalyst / ethyl acetate / 2.5 h / Ambient temperature

4: KOH / ethanol / 24 h / Heating

With potassium hydroxide; hydrogen; toluene-4-sulfonic acid; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; Lindlar's catalyst; copper(l) iodide; In tetrahydrofuran; ethanol; ethyl acetate; benzene;

DOI:10.1016/S0040-4039(98)01689-X

upstream raw materials:

{2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-((Z)-2-[1,3]dioxolan-2-yl-vinyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-carbamic acid methyl ester

{2-[(1S,2R)-1-(3,4-Dimethoxy-phenyl)-2-hydroxy-cyclohexyl]-ethyl}-methyl-carbamic acid methyl ester

{2-[(R)-8-(3,4-Dimethoxy-phenyl)-6-[1,3]dioxolan-2-ylethynyl-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-carbamic acid methyl ester

Propiolaldehyde diethyl acetal

Downstream raw materials:

3a-(3,4-dimethoxy-phenyl)-1-methyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[2,3-f]quinoline