(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one
CAS No.:1347738-50-4
Molecular Formula:C₃₈H₄₃NO₅Si
Molecular Weight:621.849
Hs Code.:

Synonyms:(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

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Chemical Property of (R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

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Technology Process of (R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

There total 4 articles about (R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one 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: 69.0%

: 1347738-49-1
(R)-3-((S)-3-((benzyloxy)methyl)-5-hydroxypentanoyl)-4-phenyl-1,3-oxazolidin-2-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1347738-50-4
(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jo201988m

Reference yield:

: 1347738-32-2
(R)-3-((S)-3-((benzyloxy)methyl)hex-5-enoyl)-4-phenyl-1,3-oxazolidin-2-one

: 1347738-50-4
(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 18 h / 20 °C

2: sodium periodate / water; acetone; tert-butyl alcohol / 1 h / 20 °C

3: dimethylsulfide borane complex / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; dimethylsulfide borane complex; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/jo201988m

Reference yield:

: C₂₃H₂₇NO₆

: 1347738-50-4
(R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate / water; acetone; tert-butyl alcohol / 1 h / 20 °C

2: dimethylsulfide borane complex / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium periodate; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/jo201988m