13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

Base Information

Chemical Name:13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III
CAS No.:143527-76-8
Molecular Formula:C52H59Cl6NO18
Molecular Weight:1198.75
Hs Code.:
Mol file:143527-76-8.mol

13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

Synonyms:143527-76-8;5-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-Acetyloxy-2-benzoyloxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis(2,2,2-trichloroethoxycarbonyloxy)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] 3-O-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate;13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III;LLLJXWNWAFHRTB-CHFAFVNJSA-N

Suppliers and Price of 13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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TRC
13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl}BaccatinIII
25mg
$ 165.00

American Custom Chemicals Corporation
13-[[(3-N-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMYL]-10-DEACETYL-7,10-BIS[[(2,2,2-TRICHLOROETHYL)OXY]CARBONYL]BACCATIN(III) 95.00%
5MG
$ 500.69

Total 1 raw suppliers

Chemical Property of 13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

Chemical Property:

PSA：235.26000
LogP:9.74610
Solubility.:Chloroform, Ethyl Acetate
XLogP3:9.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:19
Exact Mass:1197.183380
Heavy Atom Count:77
Complexity:2340

Purity/Quality:: 13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl}BaccatinIII ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C5C(N(C(O5)(C)C)C(=O)OC(C)(C)C)C6=CC=CC=C6)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC(=O)OCC(Cl)(Cl)Cl)C)OC(=O)OCC(Cl)(Cl)Cl
Isomeric SMILES:CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@H]5[C@@H](N(C(O5)(C)C)C(=O)OC(C)(C)C)C6=CC=CC=C6)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC(=O)OCC(Cl)(Cl)Cl)C)OC(=O)OCC(Cl)(Cl)Cl
Uses An intermediate in the synthesis of a metabolite of Docetaxel, an antineoplastic.

Technology Process of 13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

There total 11 articles about 13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} 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: 99.0%

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

: 143615-03-6,143527-70-2
(4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid

: 143527-76-8
4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In toluene;
DOI:10.1007/s10600-012-0357-3

Reference yield:

: 144787-20-2
(2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester

: 143527-76-8
4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

2: 76 percent / NaHCO₃ / CH₂Cl₂ / 20 °C

3: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C

4: 100 percent / LiOH, H₂O / ethanol / 20 °C

5: 98 percent / DCC, DMAP / toluene / 2 h / 80 °C

With dmap; lithium hydroxide; water; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)79128-3

Reference yield:

: 100-52-7
benzaldehyde

: 143527-76-8
4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Et₃N, Bu₂BOTf / 1.) CH₂Cl₂, -70 to 20 deg C, 2 h, 2.) -78 to 0 deg C, 1 h

2: 81 percent / tetrahydrofuran / 0.25 h / -75 - 15 °C

3: 99 percent / NaN₃, NH₄Cl / ethanol / 8 h / 60 °C

4: 86 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

5: 76 percent / NaHCO₃ / CH₂Cl₂ / 20 °C

6: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C

7: 100 percent / LiOH, H₂O / ethanol / 20 °C

8: 98 percent / DCC, DMAP / toluene / 2 h / 80 °C

With dmap; lithium hydroxide; sodium azide; di-n-butylboryl trifluoromethanesulfonate; water; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; ammonium chloride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)79128-3