N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

Base Information

Chemical Name:N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide
CAS No.:914933-43-0
Molecular Formula:C₃₀H₄₄N₂O₅Si₂
Molecular Weight:568.861
Hs Code.:

<i>N</i>-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

Synonyms:N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

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Chemical Property of N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

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Technology Process of N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

There total 11 articles about N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide 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: 80.0%

: 914933-53-2
(S)-3-(tert-butyldimethylsilyloxy)-2-[(S)-2-(tert-butyldiphenylsilyloxy)-2-oxazol-5-ylacetylamino]propionic acid methyl ester

: 914933-43-0
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; methanol; at 0 - 20 ℃;
DOI:10.1002/anie.200602050

Reference yield:

: 914933-37-2
2-[2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetylamino]-3-hydroxy-propionic acid methyl ester

: 914933-43-0
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / imidazole; DMAP / dimethylformamide / 0.75 h / 20 °C

2: 80 percent / LiCl; NaBH₄ / methanol; tetrahydrofuran / 19 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.200700033

Reference yield:

: 1-oxazol-5-yl-ethane-1,2-diol

: 914933-43-0
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-2-oxazol-5-yl-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: iPr₂NEt / CH₂Cl₂ / -78 °C

2: Et₃N; DMAP / CH₂Cl₂ / 20 °C

3: pyridinium p-toluenesulfonate / methanol / 20 °C

4: 49 percent / Jones reagent / acetone / 0 °C

5: 64 percent / TBTU; iPr₂NEt / dimethylsulfoxide / 20 °C

6: 90 percent / imidazole; DMAP / dimethylformamide / 20 °C

7: 80 percent / NaBH₄; LiCl / tetrahydrofuran; methanol / 0 - 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; jones reagent; pyridinium p-toluenesulfonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.200602050