ansamitocin P-3

Base Information

• Chemical Name: ansamitocin P-3
• CAS No.: 66584-72-3
• Molecular Formula: C₃₂H₄₃ClN₂O₉
• Molecular Weight: 635.154
• Hs Code.: 2941900000
• European Community (EC) Number: 680-663-6
• Mol file: 66584-72-3.mol

Synonyms:TAM-330;11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1~10,14~.0~3,5~]hexacosa-10(26),11,13,16,18-pentaen-6-yl 2-methylpropanoate;Maytansine, 2-de (acetylmethylamino)-2-methyl-;Antibiotic C15003P3;Maytansine,2'-de(acetylmethylamino)-2'- methyl-;MAYTANSINE DERIV;C 15003P3;Tam 330;2-De(acetylmethylamino)-2-methylmaytansine;Ansamitocin P3;C15003P3;4,24-Dioxa-9, 22-diazatetracyclo[19.3.1.110,14.03,5]hexacosane, maytansine deriv.;Maytansine, 2-de(acetylmethylamino)-2-methyl-;Antibiotic C 15003P3;Ansamitosin P3;Ansamitocin P 3;

Chemical Property of ansamitocin P-3

Chemical Property:

• Vapor Pressure: 1.97E-29mmHg at 25°C
• Melting Point: 190-192℃
• Refractive Index: 1.583
• Boiling Point: 833.1°C at 760 mmHg
• PKA: 9.82±0.70(Predicted)
• Flash Point: 457.7°C
• PSA: 136.16000
• Density: 1.29
• LogP: 4.71740
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 634.2657086
• Heavy Atom Count: 44
• Complexity: 1150

Purity/Quality:

99% ^*data from raw suppliers

Ansamitocin P3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)C)C)C)OC)(NC(=O)O2)O
• Isomeric SMILES: CC1C2CC(C(/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)C)C)\C)OC)(NC(=O)O2)O
• Description: Ansamitocin P 3 is a macrocyclic antitumor antibiotic that works by depolymerizing microtubules in both interphase and mitosis, and perturbs chromosome segregation.

Technology Process of ansamitocin P-3

There total 8 articles about ansamitocin P-3 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:

maytansinol (57103-68-1) + isobutyric Acid (79-31-2) → ansamitocin P-3 (66584-72-3,93221-27-3)

Guidance literature:

maytansinol; isobutyric Acid; With dmap; scandium tris(trifluoromethanesulfonate); In dichloromethane; at -8 ℃; for 0.5h;

With diisopropyl-carbodiimide; In dichloromethane;

Reference yield:

2-Methylpropionic anhydride (97-72-3) → ansamitocin P-3 (66584-72-3,93221-27-3)

Guidance literature:

maytansinol; With lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; at -40 ℃; for 0.25h;

2-Methylpropionic anhydride; In tetrahydrofuran; 1,2-dimethoxyethane; at -40 ℃; for 4.5h; Product distribution / selectivity;

Reference yield:

→ ansamitocin P-3 (66584-72-3,93221-27-3)

Guidance literature:

Maytansinol,Isobuttersaeureanhydrid;

upstream raw materials:

2-Methylpropionic anhydride

maytansinol

isobutyric Acid

3-epimaytansinol 9-methyl ether 3-isobutyrate

Downstream raw materials:

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

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

N^2'-deacetyl-N^2'-(3-mercapto-1-oxopropyl)maytansine

20-O-demethyl-ansamitocin P-3

Refernces

• 1、 -. "Method for the preparation of maytansinoid esters". Page/Page column 4. . Retrieved 2008/06/13.