Technique for synthesizing antineoplastic melphalan

An anti-tumor drug and synthesis process technology, applied in the field of anti-tumor drug melphalan synthesis process, can solve the problems of unfavorable industrial production, increased reaction cost, cumbersome operation process, etc. The effect of processing operations and improving reaction efficiency

An anti-tumor drug and synthesis process technology, applied in the field of anti-tumor drug melphalan synthesis process, can solve the problems of unfavorable industrial production, increased reaction cost, cumbersome operation process, etc. The effect of processing operations and improving reaction efficiency

CN101100440AInactive Publication Date: 2008-01-09SUZHOU LEADER CHEM
4 Cites 14 Cited by

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Technique for synthesizing antineoplastic melphalan
  • Technique for synthesizing antineoplastic melphalan

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Step (1) esterification reaction:

[0028] Take 100 grams of L-4-nitrophenylalanine and 1000 milliliters of absolute ethanol and mix them in a four-neck flask, add 51 milliliters of thionyl chloride dropwise while stirring, and heat to reflux at 78°C after the addition is complete After 2.5 hours, stop heating, slowly cool to 10°C, filter with suction, and dry the filter cake under an infrared lamp to obtain 107 g of L-4-nitrophenylalanine ethyl ester, the yield of this step is 82.3%.

[0029] Step (2) amino protection reaction:

[0030] Take 100 grams of L-4-nitrophenylalanine ethyl ester and 1800 milliliters of dichloromethane and mix them in a three-necked flask, add 60 milliliters of triethylamine, add 80 grams of di-tert-butyl dicarbonate under normal temperature stirring, and stir slowly After 8 hours, the reaction solution was washed twice with 770 milliliters of 1 mol / liter hydrochloric acid solution each time, and then washed three times with 800 milliliters o...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

Synthesis of antineoplastic Melphalan is carried out by esterification reacting, amino-protection reacting, hydrogenation reducing, hydroxyethylation reacting, chlorination reacting, de-protection reacting, taking chlorinating agent, absolute alcohol protecting carboxyl and pyrocarbonic di-tert-butyl protecting amino, hydrolyzing by hydrochloric acid to obtain final product. It's cheap, efficient and non-toxic, has gentle reactive condition and can be used for industrial production. It's cheap, convenient, efficient and non-toxic and can be used for industrial production.

Description

technical field [0001] The invention relates to a synthesis process of an antineoplastic drug melphalan (Melphalan), belonging to the field of drug synthesis. Background technique [0002] Melphalan (Melphalan) is the left-handed form of melphalan, its chemical name is 4-[bis(2-chloroethyl)-amino]-L-phenylalanine (4-bis(2-chloroethyl) )amino-L-phenylalanine), its structural formula is: [0003] [0004] Melphalan is a cycle non-specific antineoplastic drug. Because of its specific structure, it can enter into tumor cells and take effect, leading to the death of tumor cells, thereby playing an antitumor effect. Initially, melphalan was only used to treat multiple myeloma, but subsequent clinical studies have shown that melphalan has a broader anti-tumor spectrum. At present, melphalan can treat breast cancer, ovarian cancer, chronic lymphocytic and myeloid leukemia, malignant lymphoma and multiple myeloma through systemic administration. Tumors and soft tissue sarcomas,...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
09 Jan 2008
Publication
CN101100440A
IPC
C07C229/36; C07C227/18
Inventors
李娜; 宋桃菊