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

Base Information

• Chemical Name: 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)baccatin III
• CAS No.: 184584-94-9
• Molecular Formula: C₄₆H₅₇NO₁₄
• Molecular Weight: 847.957

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

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

Chemical Property:

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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-(2-allylidene)baccatin 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-(2-allylidene)baccatin 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: 92.4%

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 (944154-72-7) → 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)baccatin III (184584-94-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; Cooling with ice/salt bath;

Reference yield: 78.0%

C58H85NO14Si2 → 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)baccatin III (184584-94-9)

Guidance literature:

With pyridine; hydrogen fluoride; at 20 ℃;

DOI:10.1016/S0960-894X(02)00069-0

Reference yield: 70.0%

C52H71NO14Si (184586-26-3) → 9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)baccatin III (184584-94-9)

Guidance literature:

With pyridine; hydrogen fluoride; at 20 ℃;

DOI:10.1016/S0960-894X(02)00069-0

upstream raw materials:

C₅₂H₇₁NO₁₄Si

10-deacetylbaccatin III

10-deacetyl-9β-dihydrobaccatin III

9β-10-deacetyl-9-dihydro-9,10-O-(2-allylidene)baccatin III

Downstream raw materials:

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

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

9β-13-O-[(2R,3S)-3-(tert-butyloxycarbonylamino)-2-hydroxyl-3-phenylpropionyl]-10-deacetyl-9-dihydro-9,10-O-[2-N-(2S,4S)-2-oxa-5-aza-bicyclo[2.2.1]hept-5-ylmethyl]baccatin III

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