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

Base Information

Chemical Name:4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-yl)carbamate
CAS No.:1190614-94-8
Molecular Formula:C₂₆H₃₅ClN₂O₄Si
Molecular Weight:503.113
Hs Code.:

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

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Chemical Property of 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-yl)carbamate

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Technology Process of 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-yl)carbamate

There total 8 articles about 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-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: 78.0%

: 1190614-98-2
(R)-2-((S)-(6-chloropyridin-3-yl)((trimethylsilyl)oxy)methyl)hex-5-ynoic acid

: 105-13-5
4-Methoxybenzyl alcohol

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

Guidance literature:: (R)-2-((S)-(6-chloropyridin-3-yl)((trimethylsilyl)oxy)methyl)hex-5-ynoic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 ℃; for 6h; Inert atmosphere;

4-Methoxybenzyl alcohol; In toluene; at 100 ℃; for 16h;

Reference yield:

: 1190614-95-9
(4S)-3-hex-5-ynoyl-4-benzyl-1,3-oxazolidin-2-one

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

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; magnesium chloride / ethyl acetate / 72 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid; methanol / 5 h / 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

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

4.2: 0 °C / pH 3

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

5.2: 16 h / 100 °C

With 2,6-dimethylpyridine; methanol; diphenyl phosphoryl azide; water; dihydrogen peroxide; triethylamine; trifluoroacetic acid; sodium hydroxide; magnesium chloride; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;

Reference yield:

: 53293-00-8
hex-5-ynoic acid

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 2.33 h / -25 °C / Inert atmosphere

1.2: 12 h / -25 - 20 °C

2.1: triethylamine; magnesium chloride / ethyl acetate / 72 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid; methanol / 5 h / 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

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

5.2: 0 °C / pH 3

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

6.2: 16 h / 100 °C

With 2,6-dimethylpyridine; methanol; diphenyl phosphoryl azide; water; dihydrogen peroxide; pivaloyl chloride; triethylamine; trifluoroacetic acid; sodium hydroxide; magnesium chloride; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;