Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

Base Information

Chemical Name:Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester
CAS No.:383397-38-4
Molecular Formula:C₃₀H₄₁NO₇Si
Molecular Weight:555.744
Hs Code.:

Synonyms:Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

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Chemical Property of Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

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Technology Process of Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

There total 7 articles about Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-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: 99.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 383397-33-9
(4R,5S)-(+)-4-methyl-5-phenyl-3-[4-triethylsilyloxy-4-methylpentanoyl]-2-oxazolidinone

: 383397-38-4
Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo015953+

Reference yield:

: 3123-97-5
dihydro-5,5-dimethyl-2(3H)-furanone

: 383397-38-4
Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: aq. NaOH / ethanol / 2 h / Heating

2: 3.05 g / diethyl ether / 2 h / 0 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / 14.5 h / 0 - 20 °C

4: 91 percent / LiOH*H₂O / H₂O; tetrahydrofuran; methanol / 3.25 h / 0 - 20 °C

5: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

6: 1.03 percent / Et₃N; DMAP / tetrahydrofuran / 14 h / 20 °C

7: 99 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; sodium hydroxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo015953+

Reference yield:

: 23327-19-7
4-hydroxy-4-methyl-valeric acid

: 383397-38-4
Carbonic acid benzyl ester (R)-3-methyl-1-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-3-triethylsilanyloxy-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 3.05 g / diethyl ether / 2 h / 0 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / 14.5 h / 0 - 20 °C

3: 91 percent / LiOH*H₂O / H₂O; tetrahydrofuran; methanol / 3.25 h / 0 - 20 °C

4: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

5: 1.03 percent / Et₃N; DMAP / tetrahydrofuran / 14 h / 20 °C

6: 99 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo015953+