PATENT CLAIM ANALYSIS

Application Number: 16246999
Application Type: Utility
Filing Date: 2019-01
Publication Date: 2019-05
Patent Classification: ["549", "214000"]

Abstract:
The invention provides methods for the synthesis of eribulin or a pharmaceutically acceptable salt thereof (e.g., eribulin mesylate) through a macrocyclization strategy. The macrocyclization strategy of the present invention involves subjecting a non-macrocyclic intermediate to a carbon-carbon bond-forming reaction (e.g., an olefination reaction (e.g., Horner-Wadsworth-Emmons olefination), Dieckmann reaction, catalytic Ring-Closing Olefin Metathesis, or Nozaki-Hiyama-Kishi reaction) to afford a macrocyclic intermediate. The invention also provides compounds useful as intermediates in the synthesis of eribulin or a pharmaceutically acceptable salt thereof and methods for preparing the same.

Claim (Index 80):
A method of preparing an intermediate in the synthesis of eribulin, said method comprising performing a Prins reaction by contacting a compound of formula (VIIA) with a compound of formula (VIIB) and R 3 OH,\n wherein R 3  is an optionally substituted acyl; wherein the compound of formula (VIIA) has the following structure: wherein Y 1  is SO 2 R 1  or COOR 1 , and R 1  is optionally substituted alkyl, optionally substituted aryl, or optionally substituted arylalkyl; X 1  is O, or X 1 , together with the carbon to which it is attached, forms a cyclic acetal; and\n X is O, and\n each of P 1  and P 2  is independently H or a hydroxyl protecting group, \n or \n P 1  and P 2 , together with the atoms to which each is attached, combine to form a cyclic protected diol; \n \n or \n X is N, and\n P 1  is H or a hydroxyl protecting group, and X and P 2  combine to form optionally masked amino; \n or \n P 1  and P 2 , together with the atoms to which each is attached, combine to form an aminal or 1,3-oxazolidin-2-one-5-yl; \n \n wherein the compound of formula (VIIB) has the following structure: wherein R 2  is \u2014CH 2 \u2014OP 3 , \u2014CH\u2550CH 2 , wherein P 3  is H or a hydroxyl protecting group; each P 4  is independently a hydroxyl protecting group, or both P 4  groups, together with the atoms to which each is attached, combine to form a cyclic protected diol; and R 4  is is H or \u2014CH 2 X 2 CH 2 CH\u2550CH 2 , wherein X 2  is O, \u2014OCH 2 \u2014, or NP 5 , wherein P 5  is sulfonyl; and wherein said intermediate is a compound of formula (VIIC):

Metadata:
- Claim Count in Document: 20.0
- Percentile: 99.0
- Lexical Diversity: 1.88679
- Patent Class: 549.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15033970', '15707412', '15571921', '11874218', '14069057']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.728579633410167
- 35 USC 102 Novelty (BERT): 0.5913540460308707
- Combined Prediction Score: 0.7148570746722374
- Mean Citation Score: 425.015932
- Max Citation Score: 529.3929400000002
- Similarity Product: 414.4968398139061

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test