2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

Base Information

Chemical Name:2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III
CAS No.:237762-09-3
Molecular Formula:C₅₈H₈₉NO₁₆Si₂
Molecular Weight:1112.51
Hs Code.:

Synonyms:2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

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Chemical Property of 2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

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Technology Process of 2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

There total 14 articles about 2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]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: 64.0%

: 237762-08-2
(3R,4S)-1-(tert-butoxycarbonyl)-3-triethylsiloxy-4-(3-butenyl)azetidin-2-one

: 237762-07-1
7-triethylsilyl-2-debenzoyl-2-(2-allyloxybenzoyl)baccatin III

: 237762-09-3
2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃;
DOI:10.1021/ja000293w

Reference yield:

: 994-30-9
triethylsilyl chloride

: 237762-09-3
2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP; Et₃N / CH₂Cl₂ / 20 °C

2: 64 percent / LiHMDS / tetrahydrofuran / -40 °C

With dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: silylation / 2: Acylation;
DOI:10.1021/ja000293w

Reference yield:

: 286933-13-9
N-(p-methoxyphenyl)pent-4-enaldimine

: 237762-09-3
2-debenzoyl-2-(2-allyloxybenzoyl)-7-triethylsilyl-13-[(2R,3S)-3-tert-butoxycarbonylamino-2-triethylsiloxyhept-6-enoyl]baccatin III

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisopropilamine; n-BuLi / tetrahydrofuran; hexane / -84 °C

1.2: 56 percent / tetrahydrofuran / -84 - 20 °C

2.1: ceric ammonium nitrate / acetonitrile; H₂O

2.2: Et₃N / DMAP / CH₂Cl₂

3.1: HF; pyridine / acetonitrile / 20 °C

4.1: DMAP; Et₃N / CH₂Cl₂ / 20 °C

5.1: 64 percent / LiHMDS / tetrahydrofuran / -40 °C

With pyridine; dmap; n-butyllithium; ammonium cerium(IV) nitrate; hydrogen fluoride; triethylamine; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; 1.1: Elimination / 1.2: Cycloaddition / 2.1: oxidative cleavage / 2.2: Acylation / 3.1: desilylation / 4.1: silylation / 5.1: Acylation;
DOI:10.1021/ja000293w