36983-12-7

Basic information

• Product Name: D-P-METHYL SULFONE PHENYL ETHYL SERINATE
• Synonyms: D-P-METHYL SULFONE PHENYL ETHYL SERINATE;Cuprum D-4-Methylsulfinophenylethylserinate;D-p-Methyl;(S)--Hydroxy-4-(methylsulfonyl)-D-phenylalanine Ethyl Ester;D-threo--Methylsulfonylphenylserine Ethyl Ester;(S)-beta-Hydroxy-4-(methylsulfonyl)-D-Phenylalanine ethyl ester;D-threo-beta-Methylsulfonylphenylserine ethyl ester;(S)-ethyl 3-hydroxy-2-(4-(methylsulfonyl)phenylamino)propanoate
• CAS NO: 36983-12-7
• Molecular Formula: C₁₂H₁₇NO₅S
• Molecular Weight: 287.33
• EINECS: 1308068-626-2
• Product Categories: Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 36983-12-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 135-137°C
• Boiling Point: 514.95 °C at 760 mmHg
• Flash Point: 265.233 °C
• Appearance: /
• Density: 1.309
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Refrigerator
• Solubility: Chloroform
• PKA: 10.57±0.45(Predicted)
• CAS DataBase Reference: D-P-METHYL SULFONE PHENYL ETHYL SERINATE(CAS DataBase Reference)
• NIST Chemistry Reference: D-P-METHYL SULFONE PHENYL ETHYL SERINATE(36983-12-7)
• EPA Substance Registry System: D-P-METHYL SULFONE PHENYL ETHYL SERINATE(36983-12-7)

Safety Data

• Hazardous Substances Data: 36983-12-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 36983-12-7 differently. You can refer to the following data:
1. Florfenicol intermediate
2. Florfenicol intermediate.

InChI:InChI=1/C12H17NO5S/c1-3-18-12(15)10(13)11(14)8-4-6-9(7-5-8)19(2,16)17/h4-7,10-11,14H,3,13H2,1-2H3/t10-,11+/m1/s1

Upstream product

• 64-17-5 ethanol 
• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 56-40-6 glycine 
• 14719-37-0 ethyl 2-(tert-butoxycarbonylamino)acetate 
• 31925-27-6 DL-threo-p-methylsulfonylphenylserine ethyl ester 
• 623-33-6 glycine ethyl ester hydrochloride 

Downstream Products

• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 31925-29-8 (2S,3R)-2-amino-3-hydroxy-3-(4-methylsulfonylphenyl)propionic acid ethyl ester 
• 15318-45-3 thiamphenicol 
• 51591-89-0 (1S,2S)-2-amino-1-(4-(methylsulfonyl)phenyl)propane-1,3-diol 
• 847-25-6 (+/-)-Thiamphenicol 
• 39031-11-3 (1RS,2RS)-2-amino-1-(4-methanesulfonyl-phenyl)-propane-1,3-diol 

Relevant articles and documents

Method for preparing D-p-methylsulfonylphenylserine ethyl ester with high stereoselectivity

The invention discloses a method for preparing D-p-methylsulfonylphenyl serine ethyl ester with high stereoselectivity, which has the advantages of mild reaction conditions, high stereoselectivity andlow corrosivity to production equipment, and belongs to the field of organic reaction catalyzed by small molecules. According to the preparation method provided by the invention, p-methylsulfonylbenzaldehyde and N-Boc glycine ethyl ester are used as basic raw materials, and trifluoromethanesulfonic acid di-n-butyl boron ester is used as an additive, so that optically pure D-type p-methylsulfonylphenylserine ethyl ester is obtained with high stereoselectivity under the condition that Lproline is used as a catalyst. Compared with the existing chemical synthesis method, the method disclosed by the invention has the advantages that the highest total yield of the D-methylsulfonylphenyl serine ethyl ester can reach 75%, and the ee value of the obtained product reaches 73%. The method is low incost and has better yield and optical purity.

DL-p-methylsulfonylphenyl serine ethyl ester preparation method

The invention discloses a DL-p-methylsulfonylphenyl serine ethyl ester preparation method, which comprises: 1) adding glycine ethyl ester hydrochloride into ethanol, and carrying out heating reflux; 2) dissolving basic cupric carbonate in ammonia water, and adding into the solution obtained in the step 1); 3) adding KOH into the solution obtained in the step 2) to adjust the pH value of the solution, and adding p-methylsulphonyl benzaldehyde, carrying out a reaction; and 4) after the reaction is finished, recovering ethanol in the reacted substance, adding ammonia water into the residue, regulating the pH value, cooling the solution, filtering, washing with ice water, and drying to obtain the p-methylsulfonylphenyl serine ethyl ester. According to the invention, the target product is generated by carrying out a one-step reaction on glycine ethyl ester hydrochloride and p-methylsulphonyl benzaldehyde under the catalysis of basic cupric carbonate and an alkali, wherein the reaction process does not require the use of concentrated sulfuric acid so as to completely avoid the generation of strong acid wastewater, protect and the environment, avoid the possible danger in the sulfuric acid transportation and production process, achieve the safety and easily improve the operation efficiency.