(S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol

Base Information

• Chemical Name: (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol
• CAS No.: 131110-78-6
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• Mol file: 131110-78-6.mol

Synonyms:(S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol

Chemical Property of (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol

There total 9 articles about (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol 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:

(R)-3-benzyl-2,2-dimethyl-4-oxazolidinecarboxylic acid methyl ester (131110-77-5) → (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol (131110-78-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)97768-2

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-oxazolidinemethanol (131110-78-6)

Guidance literature:

Multi-step reaction with 3 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

Reference yield:

methyl (2R)-2-(benzylamino)-3-hydroxypropanoate (123639-56-5,131110-76-4,144001-42-3) → (S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol (131110-78-6)

Guidance literature:

Multi-step reaction with 2 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

upstream raw materials:

(S)-3-Benzyl-2,2-dimethyl-oxazolidine-4-carboxylic acid methyl ester

(S)-N-benzylserine methyl ester

N-benzylidene-L-serine methyl ester

benzaldehyde

Downstream raw materials:

(S)-4-(benzylamino)-5-hydroxy-2-pentenoic acid ethyl ester

(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