- Baccatin III derivatives: reduction of the C-11, C-12 double bondMarder, Raphaele; Dubois, Joelle; Guenard, Daniel; Gueritte-Voegelein, Francoise; Potier, Pierre, Tetrahedron, 1995, 51(7), 1985-94
Cas no 92950-42-0 (13-Oxo-10-deacetyl Baccatin III)
92950-42-0 structure
Product Name:13-Oxo-10-deacetyl Baccatin III
CAS No:92950-42-0
MF:C29H34O10
MW:542.574269771576
CID:1062999
Update Time:2024-10-26
13-Oxo-10-deacetyl Baccatin III Chemical and Physical Properties
Names and Identifiers
-
- 13-Oxo-10-deacetyl Baccatin III
- 10-Deacetyl-13-oxobaccatin III
- 13-Oxo-10-deacetyl B
- (2aR,4S,4aS,6R,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-2a,4,4a,10,11,12,12a,12b-octahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxete-5,9(3H,6H)-dione (ACI)
- 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete-5,9(3H,6H)-dione, 12b-(acetyloxy)-12-(benzoyloxy)-2a,4,4a,10,11,12,12a,12b-octahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-, [2aR-(2aα,4β,4aβ,6β,11α,12α,12aα,12bα)]- (ZCI)
-
- Inchi： 1S/C29H34O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,18-19,21-22,24,32-33,36H,11-13H2,1-5H3/t18-,19+,21+,22-,24-,27+,28-,29+/m0/s1
- InChI Key： WMZBAMYUOYXRSF-RIFKXWPOSA-N
- SMILES： O([C@@]12CO[C@@H]1C[C@H](O)[C@@]1([C@@H]2[C@@H]([C@@]2(CC(=O)C(C)=C([C@H](C1=O)O)C2(C)C)O)OC(C1C=CC=CC=1)=O)C)C(=O)C
Computed Properties
- Exact Mass: 542.21500
Experimental Properties
- PSA: 156.66000
- LogP: 1.29000
13-Oxo-10-deacetyl Baccatin III Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | O850110-5mg |
13-Oxo-10-deacetyl Baccatin III |
92950-42-0 | 5mg |
$ 181.00 | 2023-09-06 | ||
| TRC | O850110-50mg |
13-Oxo-10-deacetyl Baccatin III |
92950-42-0 | 50mg |
$ 1431.00 | 2023-09-06 | ||
| A2B Chem LLC | AH89323-20mg |
10-Deacetyl-13-oxobaccatin III |
92950-42-0 | ≥98% | 20mg |
$677.00 | 2024-07-18 | |
| A2B Chem LLC | AH89323-5mg |
10-Deacetyl-13-oxobaccatin III |
92950-42-0 | 5mg |
$283.00 | 2023-12-29 | ||
| A2B Chem LLC | AH89323-50mg |
10-Deacetyl-13-oxobaccatin III |
92950-42-0 | 50mg |
$1408.00 | 2023-12-29 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-477828-5 mg |
13-Oxo-10-deacetyl Baccatin III, |
92950-42-0 | 5mg |
￥2,858.00 | 2023-07-11 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-477828-5mg |
13-Oxo-10-deacetyl Baccatin III, |
92950-42-0 | 5mg |
￥2858.00 | 2023-09-05 |
13-Oxo-10-deacetyl Baccatin III Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Periodic acid (H5IO6) Solvents: 1,4-Dioxane , Water
Reference
- The chemistry of occurrence of taxane derivatives. XIII. The oxidation of 10-deacetylbaccatin IIIAppendino, Giovanni; Fenoglio, Ivana; Cravotto, Giancarlo; Varese, Marcella; Gariboldi, Pierluigi; et al, Gazzetta Chimica Italiana, 1994, 124(6), 253-7
Production Method 3
Reaction Conditions
1.1 Solvents: Acetone ; rt → -50 °C; 20 min, -50 °C
1.2 Reagents: Isopropanol
1.2 Reagents: Isopropanol
Reference
- Preparation and pharmaceutical composition of Δ12,13-isotaxol analogs for use as antineoplastic agents, United States, , ,
Production Method 4
Reaction Conditions
1.1 Reagents: Ozone Solvents: Methanol , Dichloromethane ; 1 h, -78 °C
Reference
- Diastereoselective 14β-Hydroxylation of Baccatin III DerivativesBaldelli, Eleonora; Battaglia, Arturo; Bombardelli, Ezio; Carenzi, Giacomo; Fontana, Gabriele; et al, Journal of Organic Chemistry, 2003, 68(25), 9773-9779
Production Method 5
Reaction Conditions
1.1 Reagents: Ozone Solvents: Methanol , Dichloromethane ; -78 °C
1.2 Reagents: Dimethyl sulfide , Pyridine ; rt
1.2 Reagents: Dimethyl sulfide , Pyridine ; rt
Reference
- A process for the preparation of 14--hydroxybaccatin III 1,14-carbonate, World Intellectual Property Organization, , ,
Production Method 6
Reaction Conditions
Reference
- Semi-synthetic taxanes with anti-tumoral activity, World Intellectual Property Organization, , ,
Production Method 7
Reaction Conditions
1.1 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ; overnight, rt
Reference
- Modification of taxane A ring via maneuvering of the C-11 double bond of 10-deacetylbaccatin III to get novel rearranged taxoidsChakraborty, Vaishali; Bordoloi, Manobjyoti, Letters in Organic Chemistry, 2008, 5(8), 687-691
13-Oxo-10-deacetyl Baccatin III Raw materials
13-Oxo-10-deacetyl Baccatin III Preparation Products
- (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)tetradecahydro-4,6,7,8,9,11-hexahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one (1162262-53-4)
- (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)tetradecahydro-4,6,8,9,11-pentahydroxy-4a,7,8-trimethyl-13-methylene-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one (1162262-52-3)
- Docetaxel Impurity 19 (92950-45-3)
- 13-Oxo-10-deacetyl Baccatin III (92950-42-0)
13-Oxo-10-deacetyl Baccatin III Related Literature
-
Sandip Gangadhar Balwe,Yeon Tae Jeong Org. Biomol. Chem., 2018,16, 1287-1296
-
James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
-
Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
-
Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
-
Chongyang Zhu,Xiaojia Bian,Xin Jia,Ning Tang,Yongqiang Cheng Food Funct., 2020,11, 10635-10644
92950-42-0 (13-Oxo-10-deacetyl Baccatin III) Related Products
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