(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

Base Information

Chemical Name:(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid
CAS No.:756531-76-7
Molecular Formula:C₂₈H₃₃NO₇
Molecular Weight:495.573
Hs Code.:

Synonyms:(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

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Chemical Property of (R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

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Technology Process of (R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

There total 1 articles about (R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid 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: 82.0%

: 637337-12-3
(R)-3-((R)-2-{[(benzyloxy)carbonyl]methyl}-3-[(tert-butoxy)carbonyl]-1-oxopropyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 756531-76-7
(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 1.5h;
DOI:10.1002/hlca.200490142

Reference yield:

: 756531-76-7
(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

: 2-aminomethyl-N-trityl-succinamic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: Et₃N; DPPA / toluene

1.2: 76 percent / toluene / 16 h / Heating

2.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

3.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

4.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

5.1: CDI / tetrahydrofuran / 5 h

5.2: 345 mg / NH₃ / tetrahydrofuran

6.1: 85 percent / Ac₂O; H₂SO₄ / acetic acid / 5.5 h / 40 °C

7.1: H₂ / Pd/C / methanol

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; sulfuric acid; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: 756531-76-7
(R)-3-{(R)-[(tert-butoxy)carbonyl]methyl}-4-[4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxo-butanoic acid

: 756531-87-0
Fmoc-(S)β²hAsn(Trt)-OH

Guidance literature:: Multi-step reaction with 8 steps

1.1: Et₃N; DPPA / toluene

1.2: 76 percent / toluene / 16 h / Heating

2.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

3.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

4.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

5.1: CDI / tetrahydrofuran / 5 h

5.2: 345 mg / NH₃ / tetrahydrofuran

6.1: 85 percent / Ac₂O; H₂SO₄ / acetic acid / 5.5 h / 40 °C

7.1: H₂ / Pd/C / methanol

8.1: 0.36 g / Na₂CO₃ / H₂O; acetone / 4 h / 20 °C / pH 9 - 10

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; sulfuric acid; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; sodium carbonate; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1002/hlca.200490142