N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel

Base Information

• Chemical Name: N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel
• CAS No.: 154044-74-3
• Molecular Formula: C57H63Cl6NO20
• Molecular Weight: 1294.82282
• Mol file: 154044-74-3.mol

Synonyms:N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel;[2aR-[2aα,4β,4aβ,6β,9α(αR*,βS*),11α,12α,12aα,12bα]]-α-Hydroxy-β-[[[2-[(4-Methoxyphenyl)Methoxy]-1,1-diMethylethoxy]carbonyl]a

Chemical Property of N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel

Chemical Property:

• PSA: 273.51000
• LogP: 9.91820

Purity/Quality:

97% ^*data from raw suppliers

N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl}Docetaxel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A intermediate in the synthesis of a metabolite of Docetaxel, an antineoplastic. An intermediate in partial synthesis of major human metabolites of Docetaxel (D494420), an antineoplastic.

Technology Process of N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel

There total 3 articles about N-Des-t-boc-N-2-[2-methyl-1-(4-methoxyphenyl)methoxy]propyloxycarbonxyl-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Docetaxel 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: 53.0%

10-deacetyl-7,10-diTroc-baccatin III (114915-16-1) + 2-<2-methyl-1-(4-methoxyphenyl)methoxy>propyl-1',2',2',2'-tetrachloroethyl-carbonate (154044-76-5) → N-de-t-butoxycarbonyl-N-2-<2-methyl-1-(4-methoxyphenyl)methoxy>propyloxycarbonyl-7,10-O-diTroc-docetaxel (154044-74-3)

Guidance literature:

With pyridine; for 7h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81761-0

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → N-de-t-butoxycarbonyl-N-2-<2-methyl-1-(4-methoxyphenyl)methoxy>propyloxycarbonyl-7,10-O-diTroc-docetaxel (154044-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaH / dimethylformamide / 1.) RT, 2 d; 2.) 60 deg C, 8 h

2: 50 percent / pyridine / CH₂Cl₂ / 6.5 h / 5 °C

3: 53 percent / pyridine / 7 h / Ambient temperature

With pyridine; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81761-0

Reference yield:

2-methyl-1-(4-methoxyphenyl)methoxy-2-propanol (154044-75-4) → N-de-t-butoxycarbonyl-N-2-<2-methyl-1-(4-methoxyphenyl)methoxy>propyloxycarbonyl-7,10-O-diTroc-docetaxel (154044-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / pyridine / CH₂Cl₂ / 6.5 h / 5 °C

2: 53 percent / pyridine / 7 h / Ambient temperature

With pyridine; In dichloromethane;

DOI:10.1016/S0040-4020(01)81761-0

upstream raw materials:

10-deacetyl-7,10-diTroc-baccatin III

2-<2-methyl-1-(4-methoxyphenyl)methoxy>propyl-1',2',2',2'-tetrachloroethyl-carbonate

4-Methoxybenzyl alcohol

2-methyl-1-(4-methoxyphenyl)methoxy-2-propanol

Downstream raw materials:

RPR 104952

N-de-t-butoxycarbonyl-N-2-(1-hydroxy-2-methyl)propyloxycarbonyl-7,10-O-diTroc-docetaxel

Refernces