- 10-Deacetylbaccatin III
- 10-Deacetylbaccatine III
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Cas Database |
| Name |
10-Deacetylbaccatin III |
EINECS | 418-680-6 |
| CAS No. | 32981-86-5 | Density | 1.41 g/cm3 |
| PSA | 159.82000 | LogP | 1.08180 |
| Solubility | Insoluble in water | Melting Point |
231-236 °C |
| Formula | C29H36O10 | Boiling Point | 716.8 °C at 760 mmHg |
| Molecular Weight | 544.599 | Flash Point | 233.5 °C |
| Transport Information | N/A | Appearance | white solid |
| Safety | 45-38-36/37/39-28A | Risk Codes | 23/24/25 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
10-DAB-III; DESACETYLBACCATINE; Docetaxel impurity E; 10-Deacetylbaccatin III; 10-DEACETYLBACCATIN; 10-Dab; 10-Deacetylbaccatin-III; 10-desacetylbaccatin III; 10-Deacetylbaccatine; 10-Deacetyl; 10-DAB (10-Deacetylbaccatin); 10DBA III; 10-deacetylbaccatin11; 查看更多英文别名 收起 |
Article Data | 28 |
10-Deacetylbaccatin III Synthetic route
- 115437-18-8
7-triethylsilyl-10-deacetylbaccatin III
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With sodium periodate In tetrahydrofuran; water at 30 - 40℃; for 144h; | 88% |
| With hydrogenchloride In ethanol at 0℃; for 24h; | 67% |
| With sodium hypochlorite In acetone; acetonitrile at 20℃; for 2h; |
- 27548-93-2
baccatin III
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In ethanol for 2h; Ambient temperature; | 87% |
| With dihydrogen peroxide; calcium carbonate In tetrahydrofuran for 72h; Ambient temperature; | 57% |
- 33069-62-4
taxol
A
- 32981-86-5
10-deacetylbaccatin III
B
- 32981-85-4
methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate
C
- 71629-92-0
10-deacetyl-7-epi-baccatin III
| Conditions | Yield |
|---|---|
| With lithium iodide In methanol for 10h; Ambient temperature; | A 58% B 82% C 40% |
| With lithium iodide In methanol for 10h; Ambient temperature; | A 58% B 82% C 40% |
- 33069-62-4
taxol
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In ethanol for 2h; Ambient temperature; | 82% |
| Multi-step reaction with 2 steps 1: 81 percent / pyridine / CH2Cl2 / Ambient temperature 2: 22 percent / LiI / methanol / Ambient temperature; 2 weeks View Scheme |
- 500726-11-4
7-O-chloroacetylbaccatin III
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With water; hydrazine In ethanol at 20℃; for 2h; Product distribution / selectivity; | 75% |
- 32981-90-1
7-O-acetylbaccatine III
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With water; hydrazine In ethanol at 20℃; for 2h; Product distribution / selectivity; | 75% |
| With sodium methylate at 20℃; for 2h; Product distribution / selectivity; | 75% |
- 148930-54-5
(2aR,4S,4aS,6R,9S,11S,12S,12bS)-6,12b-bis(acetyloxy)-9-({(2R,3S)-3-(benzoylamino)-3-phenyl-2-[(triethylsilyl)oxy]propanoyl}oxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9, 10,11,12,12a,12bdodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
A
- 32981-86-5
10-deacetylbaccatin III
B
- 32981-85-4
methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate
C
- 71629-92-0
10-deacetyl-7-epi-baccatin III
| Conditions | Yield |
|---|---|
| With lithium iodide In methanol Ambient temperature; 2 weeks; | A 22% B 71% C 34% |
- 71629-92-0
10-deacetyl-7-epi-baccatin III
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With Bacillus mycoides AS1.182 In acetone at 27℃; for 168h; | 58.9% |
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In xylene at 80℃; Product distribution; C-7-epimerization under base conditions; further taxoids; |
- 191276-24-1
10-dehydro-10-deacetylbaccatin III (V)
- 32981-86-5
10-deacetylbaccatin III
| Conditions | Yield |
|---|---|
| With sodium cyanoborohydride | 56% |
- 197013-82-4
7-α-glucosyloxyacetyl paclitaxel
A
- 32981-86-5
10-deacetylbaccatin III
B
- 71629-92-0
10-deacetyl-7-epi-baccatin III
C
- 27548-93-2
baccatin III
D
- 31077-81-3
7-epi-baccatine III
| Conditions | Yield |
|---|---|
| With Synechocystis sp. PCC 6803; BG-11 medium at 25℃; for 168h; Further byproducts.; | A 16% B 10% C 33% D 27% |
10-Deacetylbaccatin III Specification
10-Deacetylbaccatin III is a natural organic compound isolated from the bark of the Pacific yew tree (Taxus brevifolia) and related species. With the CAS Number 32981-86-5, it is also called DESACETYLBACCATINE; BACCATIN III, 10-DEACETYL-; 10-O-DEACETYLBACCATIN III; 10-DAB-III; 10-DEACETYLBACCATIN; 10-deacetylbaccatiniii(extaxusbaccata). 10-Deacetylbaccatin III is used as a chemical intermediate in the preparation of the anti-cancer drug paclitaxel.
Physical properties about 10-Deacetylbaccatin III are: (1)ACD/LogP: 0.156; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 0.16; (4)ACD/LogD (pH 7.4): 0.16; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 28.98; (8)ACD/KOC (pH 7.4): 28.98; (9)#H bond acceptors: 10; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 9; (12)Index of Refraction: 1.624; (13)Molar Refractivity: 136.153 cm3; (14)Molar Volume: 385.577 cm3; (15)Polarizability: 53.975 10-24cm3; (16)Surface Tension: 67.4349975585938 dyne/cm; (17)Density: 1.412 g/cm3; (18)Flash Point: 233.452 °C; (19)Enthalpy of Vaporization: 109.981 kJ/mol; (20)Boiling Point: 716.838 °C at 760 mmHg
When you are using 10-Deacetylbaccatin III, please be cautious about it as the following:
1. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
2. In case of insufficient ventilation, wear suitable respiratory equipment;
3. Wear suitable protective clothing, gloves and eye/face protection;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C29H36O10/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/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1;
(2)InChIKey=YWLXLRUDGLRYDR-ZHPRIASZSA-N;
(3)SmilesO1[C@H]2[C@@](C1)([C@@H]1[C@@]([C@H](C2)O)(C([C@@H](C2=C([C@H](C[C@@]([C@H]1OC(c1ccccc1)=O)(C2(C)C)O)O)C)O)=O)C)OC(=O)C
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