{4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone

Base Information

• Chemical Name: {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone
• CAS No.: 1255304-77-8
• Molecular Formula: C₃₁H₃₇N₃O₆
• Molecular Weight: 547.651
• Mol file: 1255304-77-8.mol

Synonyms:

Chemical Property of {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone

There total 4 articles about {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone 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-(2-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carbonyl}pyridin-4-yloxy)ethyl methanesulfonate (1255305-51-1) + cis-3,4-dihydroxy-pyrrolidine (131565-87-2) → {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone (1255304-77-8)

Guidance literature:

at 100 ℃; for 19h;

DOI:10.1016/j.bmcl.2019.02.006

Reference yield:

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-4-hydroxypyridin-2-yl-methanone (1255303-57-1) → {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone (1255304-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 11 h / 80 °C

2: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

3: 19 h / 100 °C

With potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2019.02.006

Reference yield:

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-[4-(2-hydroxyethoxy)pyridin-2-yl]-methanone (1255303-58-2) → {4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone (1255304-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

2: 19 h / 100 °C

With triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2019.02.006

upstream raw materials:

2-(2-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carbonyl}pyridin-4-yloxy)ethyl methanesulfonate

cis-3,4-dihydroxy-pyrrolidine

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-4-hydroxypyridin-2-yl-methanone

{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}-[4-(2-hydroxyethoxy)pyridin-2-yl]-methanone