methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate

Base Information

• Chemical Name: methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate
• CAS No.: 1256488-81-9
• Molecular Formula: C₃₅H₃₆N₂O₈S₂
• Molecular Weight: 676.811
• Mol file: 1256488-81-9.mol

Synonyms:methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate

Chemical Property of methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate

There total 9 articles about methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate 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: 80.0%

2-benzyloxy-3-(3-tert-butyl-5-ethynyl-4-methoxyphenyl)pyridine (1206774-30-2) + methyl 5-[bis(methylsulfonyl)amino]-2-bromobenzoate (1256488-79-5) → methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate (1256488-81-9)

Guidance literature:

2-benzyloxy-3-(3-tert-butyl-5-ethynyl-4-methoxyphenyl)pyridine; With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In N,N-dimethyl-formamide; Inert atmosphere;

methyl 5-[bis(methylsulfonyl)amino]-2-bromobenzoate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 75 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide;

Reference yield:

5-bromo-3-tert-butyl-2-methoxybenzaldehyde (417715-87-8) → methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate (1256488-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane; methanol / 0.5 h / 115 °C / Inert atmosphere; Microwave irradiation

2: sodium methylate / methanol / 18 h / -78 - 20 °C / Inert atmosphere

3: triphenylphosphine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 75 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm401266k

Reference yield:

5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxybenzaldehyde (1206774-29-9) → methyl 2-[2-[5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxyphenyl]ethynyl]-5-[bis(methylsulfonyl)amino]benzoate (1256488-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 18 h / -78 - 20 °C / Inert atmosphere

2: triphenylphosphine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 75 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm401266k

upstream raw materials:

2-benzyloxy-3-(3-tert-butyl-5-ethynyl-4-methoxyphenyl)pyridine

methyl 5-[bis(methylsulfonyl)amino]-2-bromobenzoate

5-(2-benzyloxy-3-pyridyl)-3-tert-butyl-2-methoxybenzaldehyde

3-tert-butyl-2-hydroxybenzaldehyde

Downstream raw materials:

N-[3-[3-tert-butyl-2-methoxy-5-(2-oxo-1H-pyridin-3-yl)phenyl]-1-oxoisochromen-7-yl]methanesulfonamide

N-[3-[3-tert-butyl-2-methoxy-5-(2-oxo-1H-pyridin-3-yl)phenyl]-1-oxo-isochromen-7-yl]-N-methylsulfonylmethanesulfonamide