9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III

Base Information

Chemical Name:9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III
CAS No.:944154-58-9
Molecular Formula:C₄₅H₅₅NO₁₅
Molecular Weight:849.929
Hs Code.:

Synonyms:9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III

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

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

There total 7 articles about 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin 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:

: 944154-73-8
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2,3-dihydroxylpropy)baccatin III

: 944154-58-9
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III

Guidance literature:: With sodium periodate; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

Reference yield:

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

: 944154-58-9
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III

Guidance literature:: Multi-step reaction with 7 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

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Cooling with ice/salt bath

6.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / tetrahydrofuran; acetone; tert-butyl alcohol / 28 °C

7.1: sodium periodate / tetrahydrofuran; methanol; water / 2 h / 20 °C

With sodium periodate; osmium(VIII) oxide; 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; water; tetrabutylammonium borohydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetone; tert-butyl alcohol;

Reference yield:

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

: 944154-58-9
9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-acetaldehydebaccatin III

Guidance literature:: Multi-step reaction with 6 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

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Cooling with ice/salt bath

5.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / tetrahydrofuran; acetone; tert-butyl alcohol / 28 °C

6.1: sodium periodate / tetrahydrofuran; methanol; water / 2 h / 20 °C

With sodium periodate; osmium(VIII) oxide; 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; water; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; acetone; tert-butyl alcohol;