t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

Base Information

Chemical Name:t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate
CAS No.:1449305-71-8
Molecular Formula:C₂₇H₃₀N₄O₅
Molecular Weight:490.559
Hs Code.:

Synonyms:t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

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Chemical Property of t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

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Technology Process of t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

There total 6 articles about t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate 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: 77.0%

: 1449305-70-7
6-(3-(tert-butoxycarbonylamino)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diaze-pin-7-yl)hex-5-ynoic acid

: 1449305-71-8
t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

Guidance literature:: 6-(3-(tert-butoxycarbonylamino)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diaze-pin-7-yl)hex-5-ynoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

With hydroxylamine hydrochloride; potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.ejmech.2013.05.017

Reference yield:

: 1300090-04-3
benzyl N-(7-iodo-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamate

: 1449305-71-8
t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / 0 °C / Inert atmosphere

1.2: 1.5 h / 0 °C / Inert atmosphere

2.1: hydrogen bromide / acetic acid / 2 h / 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 30 h / 55 °C / Inert atmosphere

5.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

5.2: 0.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; chloroformic acid ethyl ester; sodium hydride; triethylamine; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2013.05.017

Reference yield:

: 1449305-67-2
benzyl N-(7-iodo-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamate

: 1449305-71-8
t-butyl N-{7-[5-(hydroxycarbamoyl)pent-1-yn-1-yl]-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen bromide / acetic acid / 2 h / 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 30 h / 55 °C / Inert atmosphere

4.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; acetic acid;
DOI:10.1016/j.ejmech.2013.05.017