(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Base Information

Chemical Name:(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester
CAS No.:153652-71-2
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Suppliers and Price of (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 2 raw suppliers

Chemical Property of (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses (4R,5S)-3-tert-Butyl 5-methyl 2,2-dimethyl-4-phenyloxazolidine-3,5-dicarboxylate is an intermediate for the synthesis of (4R,5S)-2,2-Dimethyl-4-phenyl-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester (O846295), which is a reagent for preparing?1,8-naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activities. It can also be used to synthesize taxol derivatives for medical applications.

Technology Process of (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

There total 16 articles about (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl 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: 91.0%

: 116-11-0
2-Methoxypropene

: 124605-42-1
methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate

: 153652-71-2
(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; at 80 ℃;
DOI:10.1016/S0040-4039(00)61724-0

Reference yield: 66.0%

: 124-41-4
sodium methylate

: 174787-61-2
(4S,5S)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-vinyloxazolidine

: 153652-71-2
(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: With ozone; In methanol; dichloromethane; at -78 ℃;

Reference yield:

: 122743-18-4
methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate

: 153652-71-2
(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

2: 94 percent / ZnBr₂ / CH₂Cl₂ / -15 deg C, 1 h then 0 deg C, 2 h

3: 78 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C

4: 87 percent / K₂CO₃ / methanol / 0.33 h / 0 °C

5: 91 percent / H₂ / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature

6: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C

With sodium azide; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; zinc dibromide; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.3987/com-96-s20