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

Base Information

Chemical Name:(4R)-4-benzyl-3-[(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone
CAS No.:310883-71-7
Molecular Formula:C₃₂H₅₂N₂O₆Si₂
Molecular Weight:616.946
Hs Code.:

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

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

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

There total 5 articles about (4R)-4-benzyl-3-[(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 310883-71-7
(4R)-4-benzyl-3-[(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 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

5.1: 100 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja002356g

Reference yield:

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

: 310883-71-7
(4R)-4-benzyl-3-[(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 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

5.1: 100 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja002356g

Reference yield:

: 310883-68-2
4-formyl-2-(triisopropylsilyloxymethyl)-1,3-oxazole

: 310883-71-7
(4R)-4-benzyl-3-[(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)propanoyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: CH₂Cl₂ / 50 h / -78 - -40 °C

2.1: 91 percent / Zn; AcOH / tetrahydrofuran / 0.25 h / 20 °C

3.1: 100 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; dmap; di-n-butylboryl trifluoromethanesulfonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja002356g