methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate

Base Information

• Chemical Name: methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate
• CAS No.: 432551-03-6
• Molecular Formula: C₂₃H₃₃N₃O₆
• Molecular Weight: 447.532

Synonyms:methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate

Chemical Property of methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate

Chemical Property:

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Technology Process of methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate

There total 3 articles about methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)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: 93.0%

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-hydroxybenzoate (221077-43-6) + cyanomethyl bromide (590-17-0) → methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate (432551-03-6)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃;

DOI:10.1021/jm011100y

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate (432551-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Et₃N; 1,1'-bis(diphenylphosphino)ferrocene / palladium(II) acetate / dimethylformamide / 16 h / 70 °C

2: 93 percent / K₂CO₃ / acetone / 50 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium carbonate; triethylamine; palladium diacetate; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm011100y

Reference yield:

tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate (221077-42-5) → methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(cyanomethoxy)benzoate (432551-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Et₃N; 1,1'-bis(diphenylphosphino)ferrocene / palladium(II) acetate / dimethylformamide / 16 h / 70 °C

2: 93 percent / K₂CO₃ / acetone / 50 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium carbonate; triethylamine; palladium diacetate; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm011100y

upstream raw materials:

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-hydroxybenzoate

cyanomethyl bromide

benzyl alcohol

tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

Downstream raw materials:

methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-(1(2H)-tetrazol-5-yl-methoxy)benzoate

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(1(2H)-tetrazol-5-yl-methoxy)benzoate

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