1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

Base Information

Chemical Name:1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III
CAS No.:181420-48-4
Molecular Formula:C₆₁H₉₃NO₁₅Si₂
Molecular Weight:1136.58
Hs Code.:

1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

Synonyms:1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

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Chemical Property of 1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

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Technology Process of 1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

There total 2 articles about 1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-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: 93.0%

: (2S,3R)-2-Furan-3-yl-4-oxo-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester

: 181420-45-1
10-O-allyl-4-O-butyryl-4,10-dideacetyl-7-O-triethylsilylbaccatin III

: 181420-48-4
1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -45 ℃; for 0.25h;
DOI:10.1248/cpb.46.770

Reference yield:

: 181420-42-8
4-O-butyryl-4,10-dideacetyl-7-O-triethylsilylbaccatin III

: 181420-48-4
1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, DMSO, 0 deg C, 3 h

2: 93 percent / LiHMDS / tetrahydrofuran / 0.25 h / -45 °C

With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1248/cpb.46.770

Reference yield:

: 181420-48-4
1-O-allyl-13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-4-O-butyryl-7-O-triethylsilylbaccatin III

: C₆₀H₉₃NO₁₆Si₂

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 1h; Ambient temperature;
DOI:10.1248/cpb.46.770