10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

Base Information

Chemical Name:10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel
CAS No.:1431704-29-8
Molecular Formula:C₄₆H₅₇NO₁₆
Molecular Weight:879.956
Hs Code.:

Synonyms:10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

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Chemical Property of 10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

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Technology Process of 10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

There total 14 articles about 10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]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: 79.0%

: 7,2'-di(triethylsilyl)-10-acetoxyl-3'-debenzoyl-3'-[3-((triethylsilyloxy)methyl)phenyl]docetaxel

: 1431704-29-8
10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

Guidance literature:: With pyridine; hydrogen fluoride; In acetonitrile; at 0 - 20 ℃; for 23h;
DOI:10.1039/c3ob40407b

Reference yield:

: 32981-86-5,172018-16-5
10-deacetylbaccatin III

: 1431704-29-8
10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

Guidance literature:: Multi-step reaction with 4 steps

1.1: cerium(III) chloride / tetrahydrofuran / 3 h / 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0.67 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -50 - -45 °C / Inert atmosphere

3.2: 1 h / -45 °C / Inert atmosphere

4.1: pyridine; hydrogen fluoride / acetonitrile / 23 h / 0 - 20 °C

With pyridine; 1H-imidazole; cerium(III) chloride; hydrogen fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob40407b

Reference yield:

: 52010-98-7
3-(hydroxymethyl)benzaldehyde

: 1431704-29-8
10-acetoxy-3'-debenzoyl-3'-[(3-hydroxymethyl)phenyl]docetaxel

Guidance literature:: Multi-step reaction with 11 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C

2.1: sodium sulfate / dichloromethane / 12 h / 20 °C

3.1: triethylamine / dichloromethane / 20 h / 20 °C

4.1: water; ammonium cerium (IV) nitrate / acetonitrile / 0.25 h / -15 - -10 °C

5.1: pyridinium p-toluenesulfonate / tert-butyl alcohol / 4 h / Inert atmosphere; Reflux

6.1: lipase from pig liver / diethyl ether; aq. phosphate buffer / 1.17 h / 24 °C / pH 7.5 / Enzymatic reaction

7.1: pyridine; pyrrolidine / tetrahydrofuran / 7 h / 20 °C

8.1: pyridine / tetrahydrofuran / 8 h / 20 °C

9.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C

10.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -50 - -45 °C / Inert atmosphere

10.2: 1 h / -45 °C / Inert atmosphere

11.1: pyridine; hydrogen fluoride / acetonitrile / 23 h / 0 - 20 °C

With pyrrolidine; pyridine; dmap; ammonium cerium (IV) nitrate; lipase from pig liver; hydrogen fluoride; water; pyridinium p-toluenesulfonate; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; aq. phosphate buffer; diethyl ether; dichloromethane; acetonitrile; tert-butyl alcohol;
DOI:10.1039/c3ob40407b