1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
CAS No.:1165946-35-9
Molecular Formula:C₁₉H₂₆BrNO₆
Molecular Weight:444.323
Hs Code.:

Synonyms:1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

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Chemical Property of 1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

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Technology Process of 1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

There total 1 articles about 1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 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: 57.0%

: 4068-76-2
5-bromo-2-hydroxy-benzoic acid methyl ester

: 1,1-dimethylethyl 4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1165946-35-9
1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 80 ℃; for 18h;
DOI:10.1021/jm5010336

Reference yield: 81.0%

: 1165946-35-9
1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1165946-36-0
methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 16h;
DOI:10.1021/jm5010336

Reference yield:

: 1165946-35-9
1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1165946-46-2
1,1-dimethylethyl 7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3-[3-(ethyloxy)-3-oxopropyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.1: triethylamine / toluene / 2 h / Reflux

4.1: borane-THF / tetrahydrofuran / 5 h / Reflux

4.2: 1 h / Reflux

5.1: sodium hydrogencarbonate / tetrahydrofuran / 2 h / 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

7.1: sodium hydrogencarbonate; hydroxylamine hydrochloride / ethanol / 15 h / 50 °C

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 5.5 h / 20 - 100 °C

9.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

10.1: tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

11.1: palladium 10% on activated carbon; hydrogen / ethanol / 0.75 h / 760.05 Torr

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm5010336