(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one
CAS No.:444200-03-7
Molecular Formula:C₂₅H₄₁NO₅Si
Molecular Weight:463.69
Hs Code.:

Synonyms:(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

There total 1 articles about (4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-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: 88.0%

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

: 111998-84-6
3-(triisopropylsiloxy)propanal

: 444200-03-7
(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-propionyl-2-oxazolidinone; With titanium tetrachloride; (-)-sparteine; In dichloromethane; at 0 ℃; for 0.333333h;

3-(triisopropylsiloxy)propanal; at 0 ℃; for 1h; Further stages.;
DOI:10.1021/ol026040k

Reference yield: 87.0%

: 107-30-2
chloromethyl methyl ether

: 444200-03-7
(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

: 444200-04-8
(4S)-4-benzyl-3-{(2S,3R)-3-(methoxymethoxy)-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ol026040k

Reference yield:

: 444200-03-7
(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-2-methyl-5-[(triisopropylsilyl)oxy]pentanoyl}-1,3-oxazolidin-2-one

: 2-((E)-3-Iodo-allyl)-6-methoxy-benzoic acid (3R,4S)-5-(9-bora-bicyclo[3.3.1]non-9-yl)-3-methoxymethoxy-4-methyl-pentyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / N,N-diisopropylethyamine; tetrabutylammonium iodide / CH₂Cl₂ / 18 h / 20 °C

2: 87 percent / sodium borohydride / tetrahydrofuran; H₂O / 0 - 20 °C

3: 88 percent / pyridine / 2 h / 0 °C

4: 99 percent / sodium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxy-ethane / 3 h / Heating

5: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

6: 86 percent / diisopropyl azodicarboxylate; triphenylphosphine / diethyl ether / 3 h / 20 °C

7: tetrahydrofuran / 0 - 20 °C

With pyridine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 6: Mitsunobu reaction;
DOI:10.1021/ol026040k