3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

Base Information

Chemical Name:3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine
CAS No.:183433-67-2
Molecular Formula:C₁₉H₂₂ClNO₄
Molecular Weight:363.841
Hs Code.:

Synonyms:3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

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Chemical Property of 3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

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Technology Process of 3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

There total 7 articles about 3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine 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: 99.3%

: 100-39-0
benzyl bromide

: 183433-66-1
[6-Chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridin-3-yl]-methanol

: 183433-67-2
3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 - 30 ℃; for 1h;
DOI:10.1021/jo970173f

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 183433-67-2
3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / tetrahydrofuran / 1 h / 0 °C

2: 100 percent / TMSCl / 12 h / Ambient temperature

3: 89 percent / methanol / 20 h / Heating

4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h

5: 71 percent / NaBH₄, n-Bu₄NCl / H₂O / 18 h

6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C

With sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; potassium tert-butylate; tetrabutyl-ammonium chloride; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo970173f

Reference yield:

: 99-11-6
citrazinic acid

: 183433-67-2
3-Benzyloxymethyl-6-chloro-4-(2-ethyl-[1,3]dioxolan-2-yl)-2-methoxy-pyridine

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / POPCl₃, Me₄NCl / 2 h / 130 - 142 °C

2: 84 percent / tetrahydrofuran / 1 h / 0 °C

3: 100 percent / TMSCl / 12 h / Ambient temperature

4: 89 percent / methanol / 20 h / Heating

5: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h

6: 71 percent / NaBH₄, n-Bu₄NCl / H₂O / 18 h

7: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C

With sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; POPCl₃; potassium tert-butylate; tetrabutyl-ammonium chloride; tetramethlyammonium chloride; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo970173f