7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

Base Information

Chemical Name:7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III
CAS No.:1053730-90-7
Molecular Formula:C₅₂H₆₀Cl₆F₂N₂O₁₉
Molecular Weight:1267.77
Hs Code.:

7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

Synonyms:7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

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Chemical Property of 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

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Technology Process of 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

There total 8 articles about 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin 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: 86.0%

: 95603-44-4
7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III

: 171252-19-0
2-(1-tert-Butoxycarbonylamino-2-carboxy-2,2-difluoro-ethyl)-pyrrole-1-carboxylic acid tert-butyl ester

: 1053730-90-7
7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

Guidance literature:: With dmap; diphenylcyclopropenone; In toluene; at 80 ℃; for 60h;
DOI:10.1248/cpb.45.1793

Reference yield:

: 161282-57-1
N-tert-butoxycarbonylpyrrole-2-carboxaldehyde

: 1053730-90-7
7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / zinc / tetrahydrofuran / 0.25 h / Heating

2: 1M aq. NaOH / ethanol / 0.5 h

3: diisopropylethylamine, BOP-Cl / CH₂Cl₂ / 2 h / Ambient temperature

4: 73 percent / DEAD, Ph₃P / tetrahydrofuran / 0.17 h / Ambient temperature

5: 97 percent / sodium methoxide / 0.33 h / Ambient temperature

6: CAN / acetonitrile; H₂O / 0.5 h / Ambient temperature

7: tetrahydrofuran / 18 h / 60 °C

8: 97 percent / LiOH / ethanol; H₂O / 0.5 h / Ambient temperature

9: 86 percent / DPC, 4-(dimethylamino)pyridine / toluene / 60 h / 80 °C

With dmap; lithium hydroxide; sodium hydroxide; ammonium cerium(IV) nitrate; sodium methylate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; diphenylcyclopropenone; triphenylphosphine; zinc; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1248/cpb.45.1793

Reference yield:

: 2-(1-Amino-2,2-difluoro-2-methoxycarbonyl-ethyl)-pyrrole-1-carboxylic acid tert-butyl ester

: 1053730-90-7
7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)-13-O-{3-(tert-butoxycarbonylamino)-3-[(1-tert-butoxycarbonyl)pyrrole-2-yl]-2,2-difluoropropionyl}-10-deacetylbaccatin III

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 18 h / 60 °C

2: 97 percent / LiOH / ethanol; H₂O / 0.5 h / Ambient temperature

3: 86 percent / DPC, 4-(dimethylamino)pyridine / toluene / 60 h / 80 °C

With dmap; lithium hydroxide; diphenylcyclopropenone; In tetrahydrofuran; ethanol; water; toluene;
DOI:10.1248/cpb.45.1793