methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

Base Information

Chemical Name:methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate
CAS No.:1269429-12-0
Molecular Formula:C₃₄H₄₁ClN₂O₆Si
Molecular Weight:637.248
Hs Code.:

Synonyms:methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

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Chemical Property of methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

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Technology Process of methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

There total 6 articles about methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]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: 77.0%

: 1190614-94-8
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-yl)carbamate

: 619-44-3
methyl 4-iodobenzoate

: 1269429-12-0
methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

Guidance literature:: With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 1269429-12-0
methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

1.2: 16 h / 100 °C

2.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With diphenyl phosphoryl azide; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

Reference yield:

: 1190614-96-0
(S)-4-benzyl-3-((R)-2-((S)-(6-chloropyridin-3-yl)(hydroxy)methyl)hex-5-ynoyl)oxazolidin-2-one

: 1269429-12-0
methyl 4-[(5R,6R)-6-{[tert-butyl(dimethyl)silyl]oxy}-6-(6-chloropyridin-3-yl)-5-({[(4-methoxybenzyl)oxy]carbonyl}amino)hex-1-yn-1-yl]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

2.1: sodium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 18 h / 0 - 5 °C / Inert atmosphere

2.2: 0 °C / pH 3

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

3.2: 16 h / 100 °C

4.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; diphenyl phosphoryl azide; water; dihydrogen peroxide; triethylamine; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;