10-Deacetyltaxol

Base Information

• Chemical Name: 10-Deacetyltaxol
• CAS No.: 78432-77-6
• Molecular Formula: C45H49NO13
• Molecular Weight: 811.883
• Hs Code.: 29329990
• European Community (EC) Number: 630-570-1
• UNII: B77R96LJLK
• DSSTox Substance ID: DTXSID00999763
• Nikkaji Number: J510.942F
• Wikidata: Q27274453
• NCI Thesaurus Code: C957
• Metabolomics Workbench ID: 130105
• ChEMBL ID: CHEMBL302324
• Mol file: 78432-77-6.mol

Synonyms:10-deacetyl-7-epi-taxol;10-deacetyl-7-epitaxol;10-deacetyltaxol

Chemical Property of 10-Deacetyltaxol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182-184oC
• Refractive Index: 1.652
• Boiling Point: 959.5 °C at 760 mmHg
• PKA: 11.31±0.70(Predicted)
• Flash Point: 534.1 °C
• PSA: 215.22000
• Density: 1.41 g/cm³
• LogP: 3.55580
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 12
• Exact Mass: 811.32039062
• Heavy Atom Count: 59
• Complexity: 1680

Purity/Quality:

99% ^*data from raw suppliers

10-Deacetyltaxol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)O
• 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]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)O
• Uses: A semi-synthetic precursor of Paclitaxel. Paclitaxel - impurity G. A semi-synthetic precursor of Paclitaxel

Technology Process of 10-Deacetyltaxol

There total 25 articles about 10-Deacetyltaxol 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: 96.0%

dihydrogen peroxide (7722-84-1) + taxol (33069-62-4) → 10-deacetylpaclitaxel (78432-77-6)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran;

Reference yield: 95.0%

taxol (33069-62-4) → 10-deacetylpaclitaxel (78432-77-6)

Guidance literature:

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/0040-4039(95)00212-U

Reference yield: 90.0%

C51H51Cl6NO17 (114915-18-3) → 10-deacetylpaclitaxel (78432-77-6)

Guidance literature:

With acetic acid; zinc; In methanol; at 60 ℃; for 2h;

DOI:10.1016/S0040-4020(01)81313-2

upstream raw materials:

C₃₈H₄₅NO₁₂

benzoyl chloride

7,10-di(2,2,2-trichloroethyloxy-carbonyl)-13-cinnamoyl-10-deacetyl baccatin III

taxol

Downstream raw materials:

2'-O-TBDMS-7-O-TES-9,10-α,α-OH-9-desoxo-10-deacetylpaclitaxel

2'-TBS-10-deacetyl-7-TES-9α-hydroxy-10-ketopaclitaxel

2'-O-TBDMS-7-O-TES-9,10-diketo-paclitaxel

2'-O-TBDMS-7-O-TES-9-α-OH-9-desoxo-10-epi-paclitaxel

Refernces

• 1、 Li, Qi,Jiang, Yujie,Tong, Xinyi,Pei, Jianjun,Xiao, Wei,Wang, Zhenzhong,Zhao, Linguo. "Cloning and characterization of the β-xylosidase from Dictyoglomus turgidum for high efficient biotransformation of 10-deacetyl-7-xylosltaxol". . . Retrieved 2019/11/11.
• 2、 Gu, Min,Zhang, Yang-Ming,Luo, Wei,Lu, Wei,Nan, Fa-Jun. "A facile semisynthesis of 2'7-Bisacetyltaxol from 10-dab". . p. 702 - 703. Retrieved 2013/02/25.