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

Base Information

• Chemical Name: methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate
• CAS No.: 1165946-36-0
• Molecular Formula: C₁₆H₂₂BrNO₆
• Molecular Weight: 404.258

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

Chemical Property of methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate

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Technology Process of methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate

There total 2 articles about methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}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: 81.0%

1,1-dimethylethyl 4-[({4-bromo-2-[(methyloxy)carbonyl]phenyl} oxy)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (1165946-35-9) → methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate (1165946-36-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 16h;

DOI:10.1021/jm5010336

Reference yield:

5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2) + 1,1-dimethylethyl 4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate → methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate (1165946-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 18 h / 80 °C

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

With di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; toluene;

DOI:10.1021/jm5010336

Reference yield:

methyl 5-bromo-2-{[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-hydroxypropyl]oxy}benzoate (1165946-36-0) → C11H14BrNO4

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm5010336

upstream raw materials:

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

5-bromo-2-hydroxy-benzoic acid methyl ester

Downstream raw materials:

7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-4-{[(1,1-dimethylethyl)oxy]carbonyl}-2,3,4,5-tetrahydro-1,4-benzoxazepine-3-carboxylic acid

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

1,1-dimethylethyl 7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3-[(1E)-3-(ethyloxy)-3-oxo-1-propen-1-yl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

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

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