9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

Base Information

Chemical Name:9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III
CAS No.:944154-72-7
Molecular Formula:C₅₈H₈₅NO₁₄Si₂
Molecular Weight:1076.48
Hs Code.:

9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

Synonyms:9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

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Chemical Property of 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

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Technology Process of 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

There total 3 articles about 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III 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: 85.6%

: 944154-74-9
(3S,4R)-1-t-butyloxycarbonyl-3-triethylsilyloxy-4-phenyl-2-azetidinone

: 184586-03-6
9β-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

: 944154-72-7
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

Guidance literature:: 9β-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III; With lithium hexamethyldisilazane; In tetrahydrofuran; at -55 ℃; for 0.5h;

(3S,4R)-1-t-butyloxycarbonyl-3-triethylsilyloxy-4-phenyl-2-azetidinone; In tetrahydrofuran; at 0 ℃; for 0.5 - 1h; Cooling with acetone-dry ice;

Reference yield:

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

: 944154-72-7
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutylammonium borohydride / 1,4-dioxane; dichloromethane / 19 h / 25 - 30 °C

1.2: 0.5 - 1 h / 0 °C / pH 6 / Cooling with ice-salt bath

2.1: bis(cyclopentadienyl)titanium dichloride / dichloromethane / 18 h / 24 - 28 °C

3.1: 2,6-di-tert-butyl-pyridine / dichloromethane / 0.67 h / -78 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -55 °C

4.2: 0.5 - 1 h / 0 °C / Cooling with acetone-dry ice

With 2,6-di-tert-butyl-pyridine; tetrabutylammonium borohydride; lithium hexamethyldisilazane; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

: 162475-68-5
10-deacetyl-9β-dihydrobaccatin III

: 944154-72-7
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-(triethylmethylsiloxy)-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(cyclopentadienyl)titanium dichloride / dichloromethane / 18 h / 24 - 28 °C

2.1: 2,6-di-tert-butyl-pyridine / dichloromethane / 0.67 h / -78 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -55 °C

3.2: 0.5 - 1 h / 0 °C / Cooling with acetone-dry ice

With 2,6-di-tert-butyl-pyridine; lithium hexamethyldisilazane; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; dichloromethane;