3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate

Base Information

• Chemical Name: 3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate
• CAS No.: 153652-73-4
• Molecular Formula: C₂₃H₂₇NO₆
• Molecular Weight: 413.47
• European Community (EC) Number: 604-918-8
• DSSTox Substance ID: DTXSID801114103

Synonyms:SCHEMBL8353803;DTXSID801114103;153652-73-4;3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate

Chemical Property of 3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate

Chemical Property:

• Vapor Pressure: 3.37E-11mmHg at 25°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 413.18383758
• Heavy Atom Count: 30
• Complexity: 589

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(C(OC1C2=CC=C(C=C2)OC)C(=O)OC)C3=CC=CC=C3
• Isomeric SMILES: CC(C)(C)OC(=O)N1[C@H]([C@@H](O[C@@H]1C2=CC=C(C=C2)OC)C(=O)OC)C3=CC=CC=C3

Technology Process of 3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate

There total 3 articles about 3-(1,1-Dimethylethyl) 5-methyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate 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: 74.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate (124605-42-1) → (2R,4S,5R)-3-t-butoxycarbonyl-4-phenyl-2-(4-methoxyphenyl)-5-methoxycarbonyl-1,3-oxazolidine (153652-73-4,153652-75-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In cyclohexane; toluene;

Reference yield: 74.0%

pyridium para-toluenesulfonate + p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate (124605-42-1) → (2R,4S,5R)-3-t-butoxycarbonyl-4-phenyl-2-(4-methoxyphenyl)-5-methoxycarbonyl-1,3-oxazolidine (153652-73-4,153652-75-6)

Guidance literature:

In cyclohexane; toluene;

Reference yield: 74.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate (124605-42-1) → (2S,4S,5R)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester (153652-75-6) + (2R,4S,5R)-3-t-butoxycarbonyl-4-phenyl-2-(4-methoxyphenyl)-5-methoxycarbonyl-1,3-oxazolidine (153652-73-4,153652-75-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene; for 0.5h; Heating;

DOI:10.1016/0040-4039(94)85217-0

upstream raw materials:

p-Anisaldehyde dimethyl acetal

methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate

Downstream raw materials:

(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid

Docetaxel

C₅₇H₆₁Cl₆NO₁₇

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