(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

Base Information

Chemical Name:(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester
CAS No.:887469-92-3
Molecular Formula:C₂₇H₃₇N₅O₇
Molecular Weight:543.62
Hs Code.:

(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

Synonyms:(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

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Chemical Property of (S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

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Technology Process of (S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

There total 7 articles about (S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-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: 74.0%

: 887469-90-1
(S)-[4,4'-dimethoxy-3'-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-biphenyl-2-yl]-carbamic acid methyl ester

: 58503-62-1
1-azido-3-iodopropane

: 887469-92-3
(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

Guidance literature:: (S)-[4,4'-dimethoxy-3'-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-biphenyl-2-yl]-carbamic acid methyl ester; With potassium; In tetrahydrofuran; ammonia; at -78 ℃; for 3h;

1-azido-3-iodopropane; In tetrahydrofuran; ammonia; at -78 ℃; for 1.5h;
DOI:10.1016/j.tetlet.2006.02.093

Reference yield:

: 887469-87-6
4-bromo-3-methoxycarbamoylanisole

: 887469-92-3
(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / Na₂CO₃; Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 24 h / 80 °C

2.1: 92 percent / potassium carbonate; potassium cyanide / tetrahydrofuran; methanol; H₂O / 20 h / 80 °C

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 5 h / 20 °C

3.2: 8 percent / Et₃N / CH₂Cl₂; dimethylformamide / -70 - 20 °C

4.1: potassium / tetrahydrofuran; liquid ammonia / 3 h / -78 °C

4.2: 74 percent / tetrahydrofuran; liquid ammonia / 1.5 h / -78 °C

With potassium cyanide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; potassium; sodium carbonate; potassium carbonate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; ammonia; water; N,N-dimethyl-formamide; 4.2: Birch reductive alkylation;
DOI:10.1016/j.tetlet.2006.02.093

Reference yield:

: 887469-88-7
methyl 2-methoxy-5-(4-methoxy-2-methoxycarbamoylphenyl)benzoate

: 887469-92-3
(S)-{2-[3-(3-azido-propyl)-4-methoxy-3-(2-methoxymethoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-1,4-dienyl]-5-methoxy-phenyl}-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / potassium carbonate; potassium cyanide / tetrahydrofuran; methanol; H₂O / 20 h / 80 °C

2.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 5 h / 20 °C

2.2: 8 percent / Et₃N / CH₂Cl₂; dimethylformamide / -70 - 20 °C

3.1: potassium / tetrahydrofuran; liquid ammonia / 3 h / -78 °C

3.2: 74 percent / tetrahydrofuran; liquid ammonia / 1.5 h / -78 °C

With potassium cyanide; oxalyl dichloride; potassium; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; ammonia; water; N,N-dimethyl-formamide; 3.2: Birch reductive alkylation;
DOI:10.1016/j.tetlet.2006.02.093