13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

Base Information

Chemical Name:13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III
CAS No.:345983-43-9
Molecular Formula:C₅₂H₇₉NO₁₅Si
Molecular Weight:986.282
Hs Code.:

Synonyms:13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

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Chemical Property of 13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

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Technology Process of 13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

There total 8 articles about 13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-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: 95.0%

: 148584-51-4
7,9-acetonide 13-acetyl-9-dihydrobaccatin III

: 170115-95-4
(3R,4S)-1-(tert-butyloxycarbonyl)-3-triethylsilyloxy-4-(2-methylpropyl)azetidin-2-one

: 345983-43-9
13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 1.5h;
DOI:10.1021/jo0057203

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 345983-43-9
13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 23 °C

2: 95 percent / LiHMDS / tetrahydrofuran / 1.5 h / -40 °C

With dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0057203

Reference yield:

: 145761-30-4
iso-propyl (2R,3S)-3-amino-2-hydroxy-5-methylhexanoate

: 345983-43-9
13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / various solvent(s) / 1.5 h / 23 °C

2: t-BuMgCl / various solvent(s); tetrahydrofuran / 1 h / 23 °C

3: KF / ethanol; ethyl acetate / 4 h / -10 °C

4: Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 23 °C

5: 95 percent / LiHMDS / tetrahydrofuran / 1.5 h / -40 °C

With dmap; potassium fluoride; tert-butylmagnesium chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo0057203