3-Oxazolidinecarboxylic acid, 4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S,5S)-

Base Information

Chemical Name:3-Oxazolidinecarboxylic acid, 4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S,5S)-
CAS No.:918299-96-4
Molecular Formula:C28H39NO5Si
Molecular Weight:497.707
Hs Code.:

3-Oxazolidinecarboxylic acid,
4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-,
1,1-dimethylethyl ester, (4S,5S)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-Oxazolidinecarboxylic acid, 4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S,5S)-

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 3-Oxazolidinecarboxylic acid, 4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S,5S)-

There total 6 articles about 3-Oxazolidinecarboxylic acid, 4-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S,5S)- 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: 93.0%

: 918299-95-3
(4S,5S)-3-N-tert-butoxycarbonyl-4-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-5-hydroxymethyl-1,3-oxazolidine

: 918299-96-4
(4S,5S)-3-N-tert-butoxycarbonyl-4-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-5-formyl-1,3-oxazolidine

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dichloromethane; dimethyl sulfoxide; for 2h; cooling;
DOI:10.1016/j.tet.2006.08.049

Reference yield:

: 918299-92-0
(4R,5S)-5-benzyloxymethyl-3-N-tert-butoxycarbonyl-4-formyl-2,2-dimethyl-1,3-oxazolidine

: 918299-96-4
(4S,5S)-3-N-tert-butoxycarbonyl-4-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-5-formyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaBH₄ / propan-2-ol; tetrahydrofuran / 2 h / cooling

2: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 95 percent / H₂ / Pd/C / methanol / 3 h / 20 °C

4: 93 percent / Et₃N; Py*SO₃ / CH₂Cl₂; dimethylsulfoxide / 2 h / cooling

With dmap; sodium tetrahydroborate; hydrogen; sulfur trioxide pyridine complex; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;
DOI:10.1016/j.tet.2006.08.049

Reference yield:

: 918299-90-8
(2R,3S)-4-benzyloxy-2-tert-butoxycarbonylamino-3-hydroxybutanoic acid methyl ester

: 918299-96-4
(4S,5S)-3-N-tert-butoxycarbonyl-4-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-5-formyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 348 mg / p-TsOH / CH₂Cl₂ / 3 h / 20 °C

2: 97 percent / DIBAL / toluene / 2 h / cooling

3: 96 percent / NaBH₄ / propan-2-ol; tetrahydrofuran / 2 h / cooling

4: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

5: 95 percent / H₂ / Pd/C / methanol / 3 h / 20 °C

6: 93 percent / Et₃N; Py*SO₃ / CH₂Cl₂; dimethylsulfoxide / 2 h / cooling

With dmap; sodium tetrahydroborate; hydrogen; sulfur trioxide pyridine complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; toluene;
DOI:10.1016/j.tet.2006.08.049