[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

Base Information

Chemical Name:[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III
CAS No.:325735-66-8
Molecular Formula:C₆₀H₉₀N₂O₁₄Si₂
Molecular Weight:1119.55
Hs Code.:

[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

Synonyms:[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

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Chemical Property of [2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

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Technology Process of [2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

There total 16 articles about [2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-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: 49.0%

: 152089-13-9
(3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-oxo-4-phenyl-azetidine-1-carboxylic acid tert-butyl ester

: 325735-63-5
10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

: 325735-66-8
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;
DOI:10.3987/COM-00-9051

Reference yield:

: 204764-74-9
10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III

: 325735-66-8
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 12 steps

1.1: 73 percent / n-Bu₃P / tetrahydrofuran / 2 h / 20 °C

2.1: 81 percent / m-CPBA / tetrahydrofuran / 3 h / 20 °C

3.1: imidazole / dimethylformamide / 2 h / 20 °C

4.1: OsO₄; NMO / tetrahydrofuran; H₂O / 15 h / 20 °C

4.2: NaIO₄ / tetrahydrofuran; methanol; H₂O / 6 h / 20 °C

5.1: 96 percent / NaBH₄ / methanol / 2 h / 0 °C

6.1: 92 percent / n-Bu₃P / tetrahydrofuran / 2 h / 20 °C

7.1: 85 percent / m-CPBA / tetrahydrofuran / 2 h / 20 °C

8.1: OsO₄; NMO / tetrahydrofuran; methanol; H₂O / 18 h

8.2: 96 percent / NaIO₄ / tetrahydrofuran; methanol; H₂O / 13 h / 20 °C

9.1: 85 percent / NaBH₃CN; AcOH / ethanol / 18 h / 20 °C

10.1: HF-Py / pyridine / 12 h / 20 °C

11.1: imidazole / dimethylformamide / 4 h / 0 °C

12.1: 49 percent / NaHMDS / tetrahydrofuran / 0.25 h / -78 °C

With 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; tributylphosphine; sodium hexamethyldisilazane; sodium cyanoborohydride; pyridine hydrogenfluoride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.3987/COM-00-9051

Reference yield:

: 994-30-9
triethylsilyl chloride

: 325735-66-8
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-tert-butyldimethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-morpholinomethyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 4 h / 0 °C

2: 49 percent / NaHMDS / tetrahydrofuran / 0.25 h / -78 °C

With 1H-imidazole; sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.3987/COM-00-9051