(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one
CAS No.:380497-41-6
Molecular Formula:C₂₃H₃₇NO₄Si
Molecular Weight:419.637
Hs Code.:

Synonyms:(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

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Chemical Property of (4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

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Technology Process of (4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

There total 3 articles about (4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 131899-77-9
(4S)-3-[(2R,3R)-2,4-dimethyl-3-hydroxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

: 380497-41-6
(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1021/ja011337j

Reference yield:

: 131685-53-5,101711-78-8
(S)-4-benzyl-3-propionyl-2-oxazolidinone

: 380497-41-6
(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV)chloride; titanium(IV)isopropoxide; i-Pr₂NEt / CH₂Cl₂ / 1.08 h / 0 °C

1.2: 58 percent / Et₂AlCl / CH₂Cl₂; tetrahydrofuran / 1.5 h / -78 °C

2.1: 100 percent / 2,6-lutidine / tetrahydrofuran / 0.25 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja011337j

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: (S)-4-benzyl-3-(3-hydroxy-2,4-dimethylpentanoyl)oxazolidin-2-one

: 380497-41-6
(4S)-3-[(2R,3R)-2,4-dimethyl-3-tert-butyldimethylsilyloxy-1-oxo-1-pentyl]-4-phenylmethyl-1,3-oxazolidin-2-one

: (S)-4-Benzyl-3-[(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoyl]-oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In tetrahydrofuran; at 0 ℃; for 0.25h; Title compound not separated from byproducts;
DOI:10.1016/j.tetasy.2003.10.032