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32981-86-5

Basic Information
CAS No.: 32981-86-5
Name: 10-Deacetylbaccatin III
Article Data: 28
Molecular Structure:
Molecular Structure of 32981-86-5 (10-Deacetylbaccatin III)
Formula: C29H36O10
Molecular Weight: 544.599
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
EINECS: 418-680-6
Density: 1.41 g/cm3
Melting Point: 231-236 °C
Boiling Point: 716.8 °C at 760 mmHg
Flash Point: 233.5 °C
Solubility: Insoluble in water
Appearance: white solid
Hazard Symbols: ToxicT
Risk Codes: 23/24/25
Safety: 45-38-36/37/39-28A
PSA: 159.82000
LogP: 1.08180
Synthetic route
115437-18-8

7-triethylsilyl-10-deacetylbaccatin III

32981-86-5

10-deacetylbaccatin III

Conditions
ConditionsYield
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
ConditionsYield
With hydrazine hydrate In ethanol for 2h; Ambient temperature;87%
With dihydrogen peroxide; calcium carbonate In tetrahydrofuran for 72h; Ambient temperature;57%

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
ConditionsYield
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%
32981-86-5

10-deacetylbaccatin III

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium cyanoborohydride56%
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
ConditionsYield
With Synechocystis sp. PCC 6803; BG-11 medium at 25℃; for 168h; Further byproducts.;A 16%
B 10%
C 33%
D 27%
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    Product name: 10-Deacetyl Baccatin III CAS No.:32981-86-5 Molecule Formula:C29H36O10 Molecule Weight:544.59 Purity: 95% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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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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