(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

Base Information

Chemical Name:(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate
CAS No.:1422538-30-4
Molecular Formula:C₃₅H₄₈N₂O₅Si
Molecular Weight:604.862
Hs Code.:

Synonyms:(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

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Chemical Property of (2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

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Technology Process of (2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

There total 8 articles about (2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate 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:

: C₃₆H₅₂N₂O₆Si

: 1422538-30-4
(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

Guidance literature:: With sodium periodate; In water; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo302737j

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1422538-30-4
(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: stannic tetrachloride pentahydrate / ethyl acetate / 48 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide / water; ethanol / 1 h / 20 °C / Inert atmosphere

4.2: 12 h / Inert atmosphere; Molecular sieve; Reflux

5.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

5.2: -78 - -30 °C / Inert atmosphere

6.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 h / Inert atmosphere

7.1: sodium periodate / water / 24 h / 20 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; stannic tetrachloride pentahydrate; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; ethanol; water; ethyl acetate; acetone; toluene;
DOI:10.1021/jo302737j

Reference yield:

: 1422538-25-7
(R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(1-(triisopropylsilyl)-1H-indol-3-yl)propanoate

: 1422538-30-4
(2R,4S)-benzyl 2-tert-butyl-5-oxo-4-(2-oxoethyl)-4-((1-(triisopropylsilyl)-1H-indol-3-yl)methyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: stannic tetrachloride pentahydrate / ethyl acetate / 48 h / 0 - 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / water; ethanol / 1 h / 20 °C / Inert atmosphere

3.2: 12 h / Inert atmosphere; Molecular sieve; Reflux

4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

4.2: -78 - -30 °C / Inert atmosphere

5.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 h / Inert atmosphere

6.1: sodium periodate / water / 24 h / 20 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; stannic tetrachloride pentahydrate; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; ethanol; water; ethyl acetate; acetone; toluene;
DOI:10.1021/jo302737j