(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one
CAS No.:444177-92-8
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

There total 2 articles about (R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one 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: 74.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 444177-89-3
(R)-4-Benzyl-3-((S)-5-hydroxy-2-methyl-pentanoyl)-oxazolidin-2-one

: 444177-92-8
(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1021/ol026033w

Reference yield:

: 175272-36-3
(4R)-4-Benzyl-3-[(2S)-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 444177-92-8
(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: dithexylborane / tetrahydrofuran / 1 h / 0 °C

1.2: H₂O₂ / aq. phosphate buffer / 1.5 h

2.1: 74 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-dimethylpyridine; dithexyl borane⁽³⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol026033w

Reference yield:

: 444177-92-8
(R)-4-Benzyl-3-((S)-2-methyl-5-triethylsilanyloxy-pentanoyl)-oxazolidin-2-one

: tert-Butyl-[(E)-5-((2S,6R,8R,13S)-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / lithium borohydride / methanol; tetrahydrofuran / 0.75 h / 0 - 20 °C

2.1: 96 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves / CH₂Cl₂ / 0.58 h

3.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 81 percent / tetrahydrofuran / 0.42 h / -78 °C

4.1: 73 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

5.1: sodium amalgam; Na₂HPO₄ / methanol; tetrahydrofuran / 1.25 h / -10 °C

6.1: camphorsulfonic acid / toluene; 2-methyl-propan-2-ol / 19 h

7.1: camphorsulfonic acid / toluene; 2-methyl-propan-2-ol

With disodium hydrogenphosphate; sodium amalgam; lithium borohydride; molecular sieve; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; tert-butyl alcohol; 3.2: Julia coupling;
DOI:10.1021/ol026033w