NITINE(BENZYL ANALOG OF TAXOL)(P)

Base Information

• Chemical Name: NITINE(BENZYL ANALOG OF TAXOL)(P)
• CAS No.: 173101-56-9
• Molecular Weight: 867.95
• Mol file: 173101-56-9.mol

Synonyms:NITINE(BENZYL ANALOG OF TAXOL)(P)

Chemical Property of NITINE(BENZYL ANALOG OF TAXOL)(P)

Chemical Property:

• Melting Point: 141-142 °C
• Boiling Point: 964.7±65.0 °C(Predicted)
• PKA: 11.92±0.20(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

Taxol F ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Taxol F is an impurity of Paclitaxel (P132500); an antineoplastic. Used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi''s sarcoma. Paclitaxel is a mitotic inhibitor used in cancer chemotherapy. Paclitaxel - Impurity P.

Technology Process of NITINE(BENZYL ANALOG OF TAXOL)(P)

There total 11 articles about NITINE(BENZYL ANALOG OF TAXOL)(P) 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: 83.0%

13-(O-2R-hydroxy-3S-amine-phenylpropionyl)-baccatin III (133524-70-6) + phenylacetyl chloride (103-80-0) → C48H53NO14 (173101-56-9)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; at 20 ℃; for 0.333333h;

DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

[4-(benzylideneamino)phenyl]methanol (783-08-4) → C48H53NO14 (173101-56-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / LDA / tetrahydrofuran

2: 88 percent / aq. cerium(IV) ammonium nitrate / acetonitrile

3: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

4: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C

5: HF; pyridine / acetonitrile

6: 90 percent / TFA / CH₂Cl₂ / 0 °C

7: 83 percent / aq. NaHCO₃ / ethyl acetate / 0.33 h / 20 °C

With pyridine; dmap; ammonium cerium(IV) nitrate; hydrogen fluoride; sodium hexamethyldisilazane; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

10-acetyldocetaxel (125354-16-7) → C48H53NO14 (173101-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / TFA / CH₂Cl₂ / 0 °C

2: 83 percent / aq. NaHCO₃ / ethyl acetate / 0.33 h / 20 °C

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; ethyl acetate;

DOI:10.1016/S0968-0896(03)00181-0

upstream raw materials:

13-(O-2R-hydroxy-3S-amine-phenylpropionyl)-baccatin III

phenylacetyl chloride

10-deacetylbaccatin III

[4-(benzylideneamino)phenyl]methanol

Refernces