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

Base Information

Chemical Name:[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-formylmethyl-7-O-triethylsilylbaccatin III
CAS No.:325735-46-4
Molecular Formula:C₅₇H₈₃NO₁₄Si₂
Molecular Weight:1062.46
Hs Code.:

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

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

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

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

There total 8 articles about [2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-formylmethyl-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: 84.0%

: 325735-44-2
[2'R,3'S]-10-allyl-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-7-O-triethylsilylbaccatin III

: 325735-46-4
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-formylmethyl-7-O-triethylsilylbaccatin III

Guidance literature:: [2'R,3'S]-10-allyl-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-7-O-triethylsilylbaccatin III; With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; at 20 ℃; for 2h;

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.3987/COM-00-9051

Reference yield:

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

: 325735-46-4
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-formylmethyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 4 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: 91 percent / NaH (60 percent oil suspension) / tetrahydrofuran / 2 h / 0 °C

4.1: OsO₄; NMO / tetrahydrofuran; H₂O / 2 h / 20 °C

4.2: 84 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; tributylphosphine; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; water;
DOI:10.3987/COM-00-9051

Reference yield:

: 149198-47-0
tert-butyl (3R,4S)-2-oxo-4-phenyl-3-(triethylsilyloxy)azetidine-1-carboxylate

: 325735-46-4
[2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-2-O-triethylsilyl-3-phenylisoserinyl)-10-deacetoxy-10-formylmethyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / NaH (60 percent oil suspension) / tetrahydrofuran / 2 h / 0 °C

2.1: OsO₄; NMO / tetrahydrofuran; H₂O / 2 h / 20 °C

2.2: 84 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; sodium hydride; In tetrahydrofuran; water;
DOI:10.3987/COM-00-9051