Zwj9A2AJ2U

Base Information

• Chemical Name: Zwj9A2AJ2U
• CAS No.: 57103-68-1
• Molecular Formula: C28H37 Cl N2 O8
• Molecular Weight: 565.063
• European Community (EC) Number: 680-675-1,950-267-0
• UNII: ZWJ9A2AJ2U
• Nikkaji Number: J3.549.707B
• Mol file: 57103-68-1.mol

Synonyms:maytansinol

Chemical Property of Zwj9A2AJ2U

Chemical Property:

• Vapor Pressure: 1.24E-29mmHg at 25°C
• Melting Point: 205-207℃
• Boiling Point: 835.8°Cat760mmHg
• PKA: 9.89±0.70(Predicted)
• Flash Point: 459.3°C
• PSA: 130.09000
• Density: 1.34g/cm³
• LogP: 3.51050
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 564.2238438
• Heavy Atom Count: 39
• Complexity: 993

Purity/Quality:

Maytansinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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)O)C)C)OC)(NC(=O)O2)O
• Isomeric SMILES: C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)O)C)\C)OC)(NC(=O)O2)O
• Description: Maytansinol (Ansamitocin P-0) is an inhibitor of microtubule assembly that induces microtubule disassembly in vitro.
• Uses: Maytansinol is used in the preparation of site-specific trastuzumab maytansinoid antibody-drug conjugates with improved therapeutic activity. References Pillow, T.H., et. al.: J. Med. Chem., 57, 7890 (2014)

Technology Process of Zwj9A2AJ2U

There total 70 articles about Zwj9A2AJ2U 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: 45.0%

4-deoxymaytansinol (75340-67-9) → (-)-maytansinol (57103-68-1,75494-64-3,75520-30-8,75520-31-9,75520-32-0,93221-26-2,109904-94-1)

Guidance literature:

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In toluene; for 24h; Ambient temperature;

DOI:10.1021/jo960363a

Reference yield:

ansamitocin P-3 (66584-72-3,93221-27-3) → maytansinol (57103-68-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)93726-3

Reference yield:

maytanbutine (38997-10-3,70774-06-0) → maytansinol (57103-68-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -23 ℃; for 3h;

DOI:10.1021/jm00199a006

upstream raw materials:

ansamitocin P-3

ansamitocin P-3

maytanbutine

(-)-maytansinol

Downstream raw materials:

Maytanacin

maytansinol 3-phenylacetate

3-epimaytansinol 3-phenylacetate

maytansinol 3-D-mandelate

Refernces

• 1、 Asai,M. et al.. "-". . p. 1079 - 1085. Retrieved 1979.
• 2、 -. "Maytansine dechloridation compound, intermediate, preparation method of compound and application". Paragraph 0074-0077. . Retrieved 2020/12/09.
• 3、 -. "Uses of immunoconjugates targeting CD138". Sheet 2. . Retrieved 2016/04/20.