(E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester

Base Information

• Chemical Name: (E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester
• CAS No.: 131110-79-7
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375
• Mol file: 131110-79-7.mol

Synonyms:(E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester

Chemical Property of (E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester

There total 14 articles about (E)-3-((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-acrylic acid ethyl ester 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:

methyl (2R)-2-(benzylamino)-3-hydroxypropanoate (123639-56-5,131110-76-4,144001-42-3) → (S)-3-benzyl-2,2-dimethyl-4-oxazolidinepropenoic acid ethyl ester (131110-79-7)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TSA, molecular sieves 4 Angstroem / benzene / 24 h / Heating

2: LiAlH₄ / diethyl ether / 1 h / below 3 deg C

With lithium aluminium tetrahydride; 4 A molecular sieve; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1021/jo00049a040

Reference yield:

(R)-3-benzyl-2,2-dimethyl-4-oxazolidinecarboxylic acid methyl ester (131110-77-5) → (S)-3-benzyl-2,2-dimethyl-4-oxazolidinepropenoic acid ethyl ester (131110-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / 1 h / below 3 deg C

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo00049a040

Reference yield:

(R)-3-Hydroxy-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid methyl ester (40216-75-9) → (S)-3-benzyl-2,2-dimethyl-4-oxazolidinepropenoic acid ethyl ester (131110-79-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 10.4 g / NaBH₄ / methanol / 4 h / 0 °C

2: p-TSA, molecular sieves 4 Angstroem / benzene / 24 h / Heating

3: LiAlH₄ / diethyl ether / 1 h / below 3 deg C

With sodium tetrahydroborate; lithium aluminium tetrahydride; 4 A molecular sieve; toluene-4-sulfonic acid; In methanol; diethyl ether; benzene;

DOI:10.1021/jo00049a040

upstream raw materials:

ethyl (triphenylphosphoranylidene)acetate

(S)-N-benzylserine methyl ester

((R)-3-Benzyl-2,2-dimethyl-oxazolidin-4-yl)-methanol

N-benzylidene-L-serine methyl ester

Downstream raw materials:

(S)-4-(benzylamino)-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-pentenoic acid ethyl ester

<2S-(2α,3β,4α)>-4-acetyl-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3-pyrrolidineacetic acid ethyl ester

<2S-(2α,3β,4β)>-1-benzyl-2-(hydroxymethyl)-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

<2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester