(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

Base Information

Chemical Name:(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one
CAS No.:264186-68-7
Molecular Formula:C₃₅H₆₁NO₃Si
Molecular Weight:571.96
Hs Code.:

Synonyms:(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

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Chemical Property of (-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

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Technology Process of (-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

There total 11 articles about (-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)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: 96.0%

: 13154-24-0
triisopropylsilyl chloride

: 264186-67-6
(-)-(E,4S,5S)-3-benzyl-4-(hydroxymethyl)-5-(1-pentadecenyl)oxazolidin-2-one

: 264186-68-7
(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(99)01024-8

Reference yield:

: 124-25-4,511542-15-7
myristylaldehyde

: 264186-68-7
(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: hydrazine hydrate / diethyl ether

2: 4.12 g / I₂; Et₃N

3: 31 percent / CrCl₂ / dimethylformamide; tetrahydrofuran / 1.5 h / 20 °C

4: 94 percent / LiBH₄ / tetrahydrofuran / 0.5 h / 20 °C

5: 96 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1H-imidazole; chromium dichloride; lithium borohydride; iodine; hydrazine hydrate; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 1: Condensation / 2: Substitution / 3: Condensation / 4: Reduction / 5: silylation;
DOI:10.1016/S0040-4020(99)01024-8

Reference yield:

: 264186-64-3
(-)-(4R,5R)-3-benzyl-5-formyl-4-methoxycarbonyloxazolidin-2-one

: 264186-68-7
(-)-(E,4S,5S)-3-benzyl-5-(1-pentadecenyl)-4-(tri-iso-propylsilyloxymethyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / CrCl₂ / dimethylformamide; tetrahydrofuran / 1.5 h / 20 °C

2: 94 percent / LiBH₄ / tetrahydrofuran / 0.5 h / 20 °C

3: 96 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1H-imidazole; chromium dichloride; lithium borohydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: silylation;
DOI:10.1016/S0040-4020(99)01024-8