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

Base Information

Chemical Name:13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-10-O-(formylmethyl)-4-O-propionyl-7-O-triethylsilylbaccatin III
CAS No.:181420-32-6
Molecular Formula:C₅₉H₈₉NO₁₆Si₂
Molecular Weight:1124.52
Hs Code.:

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

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

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

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

: C₅₉H₉₁NO₁₆Si₂

: 181420-32-6
13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-10-O-(formylmethyl)-4-O-propionyl-7-O-triethylsilylbaccatin III

Guidance literature:: With sodium periodate; In methanol; water; for 0.666667h; Yield given; Ambient temperature;
DOI:10.1248/cpb.46.770

Reference yield:

: 181420-18-8
4,10-dideacetyl-4-O-propionyl-7-O-triethylsilylbaccatin III

: 181420-32-6
13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-10-O-(formylmethyl)-4-O-propionyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 4 steps

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

2: 86 percent / LiHMDS / tetrahydrofuran / 0.25 h / -45 °C

3: OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 1 h / Ambient temperature

4: sodium metaperiodate / methanol; H₂O / 0.67 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; n-butyllithium; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1248/cpb.46.770

Reference yield:

: 181420-23-5
10-O-allyl-4,10-dideacetyl-4-O-propionyl-7-O-triethylsilylbaccatin III

: 181420-32-6
13-O-[(2R,3R)-3-(tert-butoxycarbonylamino)-3-(2-furyl)-2-(triisopropylsilyloxy)propionyl]-4,10-dideacetyl-10-O-(formylmethyl)-4-O-propionyl-7-O-triethylsilylbaccatin III

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / LiHMDS / tetrahydrofuran / 0.25 h / -45 °C

2: OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 1 h / Ambient temperature

3: sodium metaperiodate / methanol; H₂O / 0.67 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1248/cpb.46.770