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

• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 14719-37-0 ethyl 2-(tert-butoxycarbonylamino)acetate 
• 31925-27-6 DL-threo-p-methylsulfonylphenylserine ethyl ester 
• 64-17-5 ethanol 
• 56-40-6 glycine 
• 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 
• 847-25-6 (+/-)-Thiamphenicol 
• 51591-89-0 (1S,2S)-2-amino-1-(4-(methylsulfonyl)phenyl)propane-1,3-diol 
• 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.

Synthesis method of D-p-methylsulfonylphenyl serine ethyl ester

The invention discloses a synthesis method of D-p-methylsulfonyl phenyl serine ethyl ester. The method comprises the following steps: preparing p-methylsulfonylphenylserine copper by taking p-methylsulfonylbenzaldehyde, copper sulfate and glycine as main raw materials; then adding anhydrous ethanol and concentrated sulfuric acid into an esterification reaction kettle, carrying out heating for a reaction, filtering out copper sulfate while the solution is hot, carrying out cooling for crystallizing, and carrying out filtering to obtain DL p-methylsulfonylphenyl serine ethyl ester sulfate, dissolving the DL p-methylsulfonylphenyl serine ethyl ester sulfate into water, removing copper ions by using a saturated sodium sulfide solution, adding an alkali into the mother solution for dissociationto obtain DL p-methylsulfonylphenyl serine ethyl ester, and adding a resolving agent for resolving to obtain a product. The method is simple in process, high in yield, low in cost and small in environmental pollution and is suitable for enterprise production.