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

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Chemical Name:Formic acid 4-bromo-2-((1R,2R)-2-tert-butoxycarbonylamino-1-ethyl-3-methoxymethoxy-1-methyl-propoxy)-phenyl ester
CAS No.:401606-59-5
Molecular Formula:C₂₀H₃₀BrNO₇
Molecular Weight:476.365
Hs Code.:

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

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Chemical Property of Formic acid 4-bromo-2-((1R,2R)-2-tert-butoxycarbonylamino-1-ethyl-3-methoxymethoxy-1-methyl-propoxy)-phenyl ester

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Technology Process of Formic acid 4-bromo-2-((1R,2R)-2-tert-butoxycarbonylamino-1-ethyl-3-methoxymethoxy-1-methyl-propoxy)-phenyl ester

There total 7 articles about Formic acid 4-bromo-2-((1R,2R)-2-tert-butoxycarbonylamino-1-ethyl-3-methoxymethoxy-1-methyl-propoxy)-phenyl 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:

: 401606-58-4
[(1R,2R)-2-(5-Bromo-2-formyl-phenoxy)-1-methoxymethoxymethyl-2-methyl-butyl]-carbamic acid tert-butyl ester

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

Guidance literature:: With bis(o-nitrophenyl) diselenide; dihydrogen peroxide; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ja017277z

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With pyridine; 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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

With pyridine; 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