[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

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Chemical Name:[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester
CAS No.:401606-60-8
Molecular Formula:C₁₉H₃₀BrNO₆
Molecular Weight:448.354
Hs Code.:

Synonyms:[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

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Chemical Property of [(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

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Technology Process of [(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

There total 8 articles about [(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester 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: 73.0%

: 401606-59-5
Formic acid 4-bromo-2-((1R,2R)-2-tert-butoxycarbonylamino-1-ethyl-3-methoxymethoxy-1-methyl-propoxy)-phenyl ester

: 401606-60-8
[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: With potassium hydroxide; at 20 ℃; for 1.5h;
DOI:10.1021/ja017277z

Reference yield:

: 167102-68-3
(R)-4-((R)-1-hydroxy-1-methylpropyl)-2,2-dimethyl oxazolidine-3-carboxylic acid tert-butyl ester

: 401606-60-8
[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: p-TsOH / methanol / 0.5 h / 20 °C

2: 3.09 g / iPr₂NEt / CH₂Cl₂ / 14 h / 25 °C

3: 78 percent / TFA / CH₂Cl₂ / 0.83 h / 0 °C

4: 78.2 percent / KHMDS / tetrahydrofuran; toluene / 2 h / 0 °C

5: 81 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

6: 56 percent / NaH₂PO₂; pyridine; AcOH / Raney nickel / H₂O / 4.33 h / 0 - 47 °C

7: 2.49 g / aq. H₂O₂; bis(2-nitrophenyl)diselenide / CH₂Cl₂ / 24 h / 20 °C

8: 73 percent / methanilic KOH / 1.5 h / 20 °C

With pyridine; potassium hydroxide; sodium hypophosphite; bis(o-nitrophenyl) diselenide; dihydrogen peroxide; potassium hexamethylsilazane; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; nickel; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 7: Dakin oxidation;
DOI:10.1021/ja017277z

Reference yield:

: 167102-72-9
(2R,3R) 2-<(tert-butoxycarbonyl)amino>-3-methyl-1,3-pentanediol

: 401606-60-8
[(1R,2R)-2-(5-Bromo-2-hydroxy-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 3.09 g / iPr₂NEt / CH₂Cl₂ / 14 h / 25 °C

2: 78 percent / TFA / CH₂Cl₂ / 0.83 h / 0 °C

3: 78.2 percent / KHMDS / tetrahydrofuran; toluene / 2 h / 0 °C

4: 81 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

5: 56 percent / NaH₂PO₂; pyridine; AcOH / Raney nickel / H₂O / 4.33 h / 0 - 47 °C

6: 2.49 g / aq. H₂O₂; bis(2-nitrophenyl)diselenide / CH₂Cl₂ / 24 h / 20 °C

7: 73 percent / methanilic KOH / 1.5 h / 20 °C

With pyridine; potassium hydroxide; sodium hypophosphite; bis(o-nitrophenyl) diselenide; dihydrogen peroxide; potassium hexamethylsilazane; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; nickel; In tetrahydrofuran; dichloromethane; water; toluene; 6: Dakin oxidation;
DOI:10.1021/ja017277z