Bms-275183

Base Information

Chemical Name:Bms-275183
CAS No.:355113-98-3
Molecular Formula:C₄₃H₅₉NO₁₆
Molecular Weight:845.939
Hs Code.:
UNII:UQC681JJIV
Wikidata:Q27291199
NCI Thesaurus Code:C62639
Metabolomics Workbench ID:153187
ChEMBL ID:CHEMBL4297268
Mol file:355113-98-3.mol

Synonyms:BMS-275183;BMS275183

Suppliers and Price of Bms-275183

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
Packaging
price

Total 1 raw suppliers

Chemical Property of Bms-275183

Chemical Property:

PSA：239.75000
LogP:4.11460
XLogP3:4.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:16
Rotatable Bond Count:16
Exact Mass:845.38338479
Heavy Atom Count:60
Complexity:1750

Purity/Quality:: 98% ^*data from raw 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)C(C(C(C)(C)C)NC(=O)OC(C)(C)C)O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)OC)O)C)OC(=O)C
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]([C@H](C(C)(C)C)NC(=O)OC(C)(C)C)O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)OC)O)C)OC(=O)C
Recent ClinicalTrials:Study of BMS-275183 in Patients With Pre-treated Non-small Cell Lung Cancer
Recent EU Clinical Trials:A Three Cohort Phase II Trial of BMS-275183 Given Orally on a Twice Weekly Schedule in Pretreated Locally Advanced or Metastatic NSCLC Patients

Technology Process of Bms-275183

There total 7 articles about Bms-275183 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:

: 630-19-3
pivalaldehyde

: 355113-98-3
(2'R,3'S)-3'-tert-butyl-3'-N-tert-butyloxycarbonyl-4-O-deacetyl-3'-dephenyl-3'-N-debenzoyl-4-O-methoxycarbonylpaclitaxel

Guidance literature:: Multi-step reaction with 8 steps

1: Na₂SO₄ / CH₂Cl₂ / 2 h / 20 °C

2: 46.9 g / triethylamine / CH₂Cl₂ / 24 h / -78 - 20 °C

3: ceric ammonium nitrate / acetonitrile; H₂O / 1 h / cooling

4: H₂ / Pd/C / ethanol / 40 h / 1758.3 - 2585.74 Torr

5: 3.86 g / imidazole / dimethylformamide / 0.17 h

6: 96 percent / diisopropylethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

7: 1.55 g / LiHMDS / tetrahydrofuran / 44 h / -35 - -25 °C

8: 668 mg / triethylamine trihydrofluoride / tetrahydrofuran / 22 h / 20 °C

With 1H-imidazole; dmap; ammonium cerium(IV) nitrate; triethylamine trihydrofluoride; hydrogen; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2: Staudinger reaction;
DOI:10.1016/S0968-0896(03)00495-4

Reference yield:

: 123534-00-9
N-(2,2-dimethylpropylidene)-4-methoxyaniline

: 355113-98-3
(2'R,3'S)-3'-tert-butyl-3'-N-tert-butyloxycarbonyl-4-O-deacetyl-3'-dephenyl-3'-N-debenzoyl-4-O-methoxycarbonylpaclitaxel

Guidance literature:: Multi-step reaction with 7 steps

1: 46.9 g / triethylamine / CH₂Cl₂ / 24 h / -78 - 20 °C

2: ceric ammonium nitrate / acetonitrile; H₂O / 1 h / cooling

3: H₂ / Pd/C / ethanol / 40 h / 1758.3 - 2585.74 Torr

4: 3.86 g / imidazole / dimethylformamide / 0.17 h

5: 96 percent / diisopropylethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

6: 1.55 g / LiHMDS / tetrahydrofuran / 44 h / -35 - -25 °C

7: 668 mg / triethylamine trihydrofluoride / tetrahydrofuran / 22 h / 20 °C

With 1H-imidazole; dmap; ammonium cerium(IV) nitrate; triethylamine trihydrofluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Staudinger reaction;
DOI:10.1016/S0968-0896(03)00495-4

Reference yield:

: (+/-)-cis-3-benzyloxy-4-tert-butylazetidin-2-one

: 355113-98-3
(2'R,3'S)-3'-tert-butyl-3'-N-tert-butyloxycarbonyl-4-O-deacetyl-3'-dephenyl-3'-N-debenzoyl-4-O-methoxycarbonylpaclitaxel

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C / ethanol / 40 h / 1758.3 - 2585.74 Torr

2: 3.86 g / imidazole / dimethylformamide / 0.17 h

3: 96 percent / diisopropylethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

4: 1.55 g / LiHMDS / tetrahydrofuran / 44 h / -35 - -25 °C

5: 668 mg / triethylamine trihydrofluoride / tetrahydrofuran / 22 h / 20 °C

With 1H-imidazole; dmap; triethylamine trihydrofluoride; hydrogen; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00495-4