9-Dihydrotaxol

Base Information

• Chemical Name: 9-Dihydrotaxol
• CAS No.: 148584-53-6
• Molecular Formula: C47H53 N O14
• Molecular Weight: 855.92
• Nikkaji Number: J603.061K
• Metabolomics Workbench ID: 133038
• ChEMBL ID: CHEMBL37109
• Mol file: 148584-53-6.mol

Synonyms:9(R)-dihydrotaxol;9-dihydro-taxol;9-dihydrotaxol

Chemical Property of 9-Dihydrotaxol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 957.2°Cat760mmHg
• PKA: 11.93±0.20(Predicted)
• Flash Point: 532.7°C
• PSA: 227.94000
• Density: 1.39g/cm³
• LogP: 4.10230
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 14
• Exact Mass: 855.34660536
• Heavy Atom Count: 62
• Complexity: 1750

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C(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)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H]([C@@H]([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)OC(=O)C

Technology Process of 9-Dihydrotaxol

There total 7 articles about 9-Dihydrotaxol 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: 91.0%

C57H75NO15Si → 9(R)-dihydrotaxol (148584-53-6)

Guidance literature:

With hydrogenchloride; In methanol; for 1h;

DOI:10.1021/jm00009a009

Reference yield: 56.0%

9(R)-dihydrotaxol 7,9-acetonide (148584-54-7) → 9(R)-dihydrotaxol (148584-53-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol;

DOI:10.1016/S0040-4039(00)60342-8

Reference yield:

(3R,4S)-3-(1-ethoxyethoxy)-4-(phenyl)-N-benzoyl-2-azetidinone (201856-53-3,133066-61-2) → 9(R)-dihydrotaxol (148584-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) n-BuLi / 1) THF, -44 deg C

2: 67 percent / 0,5 percent ethanolic HCl

3: 56 percent / CSA / methanol

With hydrogenchloride; n-butyllithium; camphor-10-sulfonic acid; In methanol;

DOI:10.1016/S0040-4039(00)60342-8

upstream raw materials:

9(R)-dihydrotaxol 7,9-acetonide

(3R,4S)-3-(1-ethoxyethoxy)-4-(phenyl)-N-benzoyl-2-azetidinone

7,9-acetonide 13-acetyl-9-dihydrobaccatin III

9(R)-dihydro-7,9-isopropylidene-13-acetylbaccatin-III

Refernces

• 1、 Klein, Larry L.. "Synthesis of 9-Dihydrotaxol: A Novel Bioactive Taxane". . p. 2047 - 2050. Retrieved 2007/10/02.