(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

Base Information

Chemical Name:(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal
CAS No.:866138-91-2
Molecular Formula:C₂₁H₃₁NO₅Si
Molecular Weight:405.566
Hs Code.:

Synonyms:(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

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Chemical Property of (R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

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Technology Process of (R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

There total 8 articles about (R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal 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: 100.0%

: 866138-90-1
(R)-4-benzyl-3-((R)-4-(tert-butyldimethylsilyloxy)-5-hydroxypentanoyl)oxazolidin-2-one

: 866138-91-2
(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ol051200o

Reference yield:

: (R)-4-hydroxy-5-(4-methoxybenzyloxy)pentanoic acid

: 866138-91-2
(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / CH₂Cl₂ / 5 h / 20 °C

2: 6.6 g / aq. K₂CO₃ / methanol; tetrahydrofuran / 1 h / 0 °C

3: Et₃N / tetrahydrofuran / 3 h / 0 °C

4: 6.7 g / BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

5: 93 percent / DDQ; H₂O / CH₂Cl₂ / 0 - 20 °C

6: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; water; potassium carbonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; 6: Swern oxidation;
DOI:10.1021/ol051200o

Reference yield:

: 866138-76-3
(R)-4-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentanoic acid

: 866138-91-2
(R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanal

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / 3 h / 0 °C

2: 6.7 g / BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

3: 93 percent / DDQ; H₂O / CH₂Cl₂ / 0 - 20 °C

4: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With n-butyllithium; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; 4: Swern oxidation;
DOI:10.1021/ol051200o