Baccatin III 13-(R-N-benzoyl-iso-serinate)

Base Information

• Chemical Name: Baccatin III 13-(R-N-benzoyl-iso-serinate)
• CAS No.: 131760-46-8
• Molecular Formula: C₄₁H₄₇NO₁₄
• Molecular Weight: 777.822
• DSSTox Substance ID: DTXSID40927343
• Nikkaji Number: J380.622G
• ChEMBL ID: CHEMBL440837
• Mol file: 131760-46-8.mol

Synonyms:131760-46-8;Baccatin III 13-(R-N-benzoyl-iso-serinate);CHEMBL440837;DTXSID40927343;N-(3-{[4,10-Bis(acetyloxy)-2-(benzoyloxy)-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-13-yl]oxy}-2-hydroxy-3-oxopropyl)benzenecarboximidic acid

Chemical Property of Baccatin III 13-(R-N-benzoyl-iso-serinate)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 908.3°Cat760mmHg
• Flash Point: 503.1°C
• Density: 1.4g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 13
• Exact Mass: 777.29965517
• Heavy Atom Count: 56
• Complexity: 1630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(CNC(=O)C5=CC=CC=C5)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H](CNC(=O)C5=CC=CC=C5)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)OC(=O)C

Technology Process of Baccatin III 13-(R-N-benzoyl-iso-serinate)

There total 4 articles about Baccatin III 13-(R-N-benzoyl-iso-serinate) 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:

C47H51Cl6NO17 (131760-61-7) → baccatin III 13-(N-benzoyl-isoserinate) (131760-46-8,131896-67-8)

Guidance literature:

With acetic acid; zinc; In methanol; at 40 ℃; for 5h; Yield given;

DOI:10.1021/jm00107a042

Reference yield:

C47H51Cl6NO17 → baccatin III 13-(N-benzoyl-isoserinate) (131760-46-8,131896-67-8)

Guidance literature:

With acetic acid; zinc; In methanol; at 40 ℃; for 5h; Yield given;

DOI:10.1021/jm00107a042

Reference yield:

7-(2,2,2-trichloroethyloxycarbonyl)baccatin III (103150-33-0) → baccatin III 13-(N-benzoyl-isoserinate) (131760-46-8,131896-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dipyridyl carbonate, 4-(dimethylamino)pyridine / toluene / 6 h / 70 °C

2: Zn, AcOH / methanol / 5 h / 40 °C

With dmap; 2,2'-dipyridyl carbonate; acetic acid; zinc; In methanol; toluene;

DOI:10.1021/jm00107a042

upstream raw materials:

C₄₇H₅₁Cl₆NO₁₇

7-(2,2,2-trichloroethyloxycarbonyl)baccatin III

(R)-3-Benzoylamino-2-(2,2,2-trichloro-ethoxymethoxy)-propionic acid

Refernces