<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

Base Information

Chemical Name:<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone
CAS No.:129985-90-6
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

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Chemical Property of <3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

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Technology Process of <3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

There total 4 articles about <3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone 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:

: 129985-89-3
<4S>-4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pentanoic acid

: 129985-90-6
<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / diethyl ether / 1.5 h / -78 - 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) -70 deg C, 15 min, b) 0 deg C, 30 min

With n-butyllithium; triethylamine; In diethyl ether;
DOI:10.1021/ja00175a038

Reference yield:

: 105859-48-1
(4S)-5-{[(tert-butyl)dimethylsilyl]oxy}-4-methylpentan-1-ol

: 129985-90-6
<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / KOH, K₂S₂O₈, RuCl₃*3H₂O / H₂O; 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

2: Et₃N / diethyl ether / 1.5 h / -78 - 0 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) -70 deg C, 15 min, b) 0 deg C, 30 min

With ruthenium trichloride; potassium hydroxide; dipotassium peroxodisulfate; n-butyllithium; triethylamine; In diethyl ether; water; tert-butyl alcohol;
DOI:10.1021/ja00175a038

Reference yield:

: 105859-47-0
(S)-tert-butyldimethyl((2-methylpent-4-en-1-yl)oxy)silane

: 129985-90-6
<3(4S),4R,5S>-3-<4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) 3.0 N NaOH, 30percent aq. H₂O₂ / 1.) THF, 2 h, 2.) a) 0 deg C, 2.5 h, b) RT, 1 h

2: 79 percent / KOH, K₂S₂O₈, RuCl₃*3H₂O / H₂O; 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

3: Et₃N / diethyl ether / 1.5 h / -78 - 0 °C

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) -70 deg C, 15 min, b) 0 deg C, 30 min

With ruthenium trichloride; potassium hydroxide; sodium hydroxide; dipotassium peroxodisulfate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; dihydrogen peroxide; triethylamine; In diethyl ether; water; tert-butyl alcohol;
DOI:10.1021/ja00175a038