N^2'-deacetyl-N^2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine

Base Information

• Chemical Name: N^2'-deacetyl-N^2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine
• CAS No.: 796073-68-2
• Molecular Formula: C₃₉H₅₆ClN₃O₁₀S₂
• Molecular Weight: 826.473
• Mol file: 796073-68-2.mol

Synonyms:

Chemical Property of N^2'-deacetyl-N^2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine

Chemical Property:

Purity/Quality:

≥98% ^*data from raw suppliers

DM4-SMe ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^2'-deacetyl-N^2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine

There total 12 articles about N^2'-deacetyl-N^2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine 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: 36.0%

N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopentyl]-L-alanine (796073-57-9) + maytansinol (57103-68-1) → N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine (796073-68-2) + N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]-D-maytansine (902768-55-2)

Guidance literature:

With dicyclohexyl-carbodiimide; zinc(II) chloride; In diethyl ether; dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm060319f

Reference yield:

N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopropyl]-L-alanine (796073-55-7) + (14S,16S,32R,33R,2R,4S,10E,12E,14R)-86-chloro-14-hydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-12,6-dioxo-7-aza-1(6,4)-oxazinana-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-dien-4-yl methyl-L-alaninate (77668-69-0) → N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine (796073-68-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopentyl]-L-alanine (796073-57-9) + maytansinol (57103-68-1) → N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine (796073-68-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc(II) chloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jm500766w

upstream raw materials:

N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopentyl]-L-alanine

maytansinol

4-mercapto-4-methylvaleronitrile

N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopropyl]-L-alanine

Downstream raw materials:

N^2′-deacetyl-N^2′-(4-mercapto-4-methyl-1-oxopentyl)maytansine

Refernces

• 1、 -. "Uses of immunoconjugates targeting CD138". Sheet 3. . Retrieved 2016/04/20.
• 2、 Lambert, John M.,Chari, Ravi V. J.. "Ado-trastuzumab emtansine (T-DM1): An antibody-drug conjugate (ADC) for HER2-positive breast cancer". . p. 6949 - 6964. Retrieved 2014/10/16.