(4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one

Base Information

• Chemical Name: (4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one
• CAS No.: 1190930-22-3
• Molecular Formula: C₂₅H₃₉NO₄Si
• Molecular Weight: 445.674

Synonyms:(4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one

Chemical Property of (4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one

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Technology Process of (4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one

There total 1 articles about (4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-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: 40.0%

(4S,2'S,3'S)-N(3)-(2'-vinyl-3'-hydroxy-3'-phenylpropanoyl)-4-isopropyl-5,5-dimethyl-oxazolidin-2-one (1190930-15-4) + tert-butyldimethylsilyl chloride (18162-48-6) → (4S,2'S,3'S)-N(3)-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one (1190930-22-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2009.07.004

Reference yield: 92.0%

(4S,2'S,3'S)-N(3)-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one (1190930-22-3) → (2S,3S)-2-vinyl-3-(tert-butyldimethylsilyloxy)-3-phenylpropanoic acid (1190930-26-7)

Guidance literature:

(4S,2'S,3'S)-N⁽³⁾-[2'-vinyl-3'-(tert-butyldimethylsilyloxy)-30-phenylpropanoyl]-4-isopropyl-5,5-dimethyl-oxazolidin-2-one; With water; dihydrogen peroxide; lithium hydroxide; In methanol; at 0 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In water; pH=Ca. 2; Inert atmosphere;

DOI:10.1016/j.tet.2009.07.004

upstream raw materials:

(4S,2'S,3'S)-N⁽³⁾-(2'-vinyl-3'-hydroxy-3'-phenylpropanoyl)-4-isopropyl-5,5-dimethyl-oxazolidin-2-one

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S,3S)-2-vinyl-3-(tert-butyldimethylsilyloxy)-3-phenylpropanoic acid

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