(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Base Information

Chemical Name:(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid
CAS No.:1347738-51-5
Molecular Formula:C₂₉H₃₆O₄Si
Molecular Weight:476.688
Hs Code.:

Synonyms:(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

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Chemical Property of (S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

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Technology Process of (S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

There total 5 articles about (S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid 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: 91.0%

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

: 1347738-51-5
(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: (R)-3-((S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoyl)-4-phenyl-1,3-oxazolidin-2-one; With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; pH=4;
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

: 1347738-51-5
(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4.1: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

5.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 2 h / 20 °C

5.2: pH 4

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

Reference yield:

: C₂₃H₂₇NO₆

: 1347738-51-5
(S)-3-((benzyloxy)methyl)-5-((tert-butyldiphenylsilyl)oxy)pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

3.1: 1H-imidazole; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

4.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 2 h / 20 °C

4.2: pH 4

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