(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

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Chemical Name:(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone
CAS No.:310883-70-6
Molecular Formula:C₂₆H₃₈N₂O₆Si
Molecular Weight:502.683
Hs Code.:

Synonyms:(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

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Chemical Property of (4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

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Technology Process of (4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

There total 5 articles about (4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone 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: 91.0%

: 310883-69-3
(4R)-4-benzyl-3-[(2R,3S)-2-chloro-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone

: 310883-70-6
(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1021/ja002356g

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 310883-70-6
(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2.1: 97 percent / DIBALH / CH₂Cl₂ / 1 h / -94 °C

3.1: triethylamine; di-n-butylboron trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 20 °C

3.2: CH₂Cl₂ / 50 h / -78 - -40 °C

4.1: 91 percent / Zn; AcOH / tetrahydrofuran / 0.25 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja002356g

Reference yield:

: 181633-67-0
ethyl 2-hydroxymethyl-oxazole-4-carboxylate

: 310883-70-6
(4R)-4-benzyl-3-[(3R)-3-hydroxy-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazole-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2.1: 97 percent / DIBALH / CH₂Cl₂ / 1 h / -94 °C

3.1: triethylamine; di-n-butylboron trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 20 °C

3.2: CH₂Cl₂ / 50 h / -78 - -40 °C

4.1: 91 percent / Zn; AcOH / tetrahydrofuran / 0.25 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja002356g