{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

Base Information

• Chemical Name: {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
• CAS No.: 216005-96-8
• Molecular Formula: C₂₆H₃₃NO₈
• Molecular Weight: 487.55
• Mol file: 216005-96-8.mol

Synonyms:{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

Chemical Property of {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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {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

There total 22 articles about {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 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: 76.0%

ethylene glycol (107-21-1) + {2-[(R)-3-(3,3-Diethoxy-prop-1-ynyl)-1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-methyl-carbamic acid methyl ester (216005-95-7) → {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)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 12h; Heating;

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

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-[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)

Guidance literature:

Multi-step reaction with 6 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

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; iodine; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; benzene;

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

Reference yield:

Propiolaldehyde diethyl acetal (10160-87-9) → {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)

Guidance literature:

Multi-step reaction with 2 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

With toluene-4-sulfonic acid; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; benzene;

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

upstream raw materials:

ethylene glycol

{2-[(R)-3-(3,3-Diethoxy-prop-1-ynyl)-1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-methyl-carbamic acid methyl ester

{2-[(1S,2R)-1-(3,4-Dimethoxy-phenyl)-2-hydroxy-cyclohexyl]-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

{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

{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