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 33):
The method of  claim 32 , wherein said non-macrocyclic intermediate is a compound of formula (VA) or a salt thereof: wherein Y is SO 2 R 1  or COOR 1 , wherein, when Y is SO 2 R 1 , R 1  is optionally substituted aryl or optionally substituted non-enolizable alkyl, and when Y is COOR 1 , R 1  is optionally substituted alkyl, optionally substituted aryl, or optionally substituted arylalkyl; each P 3  is independently H or a hydroxyl protecting group, and X 2  is oxo, or both P 3  groups and X 2 , together with the atoms to which each is attached, combine to form ketal; R 2  is optionally substituted alkyl, optionally substituted arylalkyl, or optionally substituted aryl; and X is O, and\n each of P 1  and P 2  is independently 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 or 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; and \n wherein said intermediate in the synthesis of eribulin is a compound of formula (VB) or a salt thereof: wherein (i) R 3  is H, R 4  is C 1-6  alkyl ether, and R 5  is H; (ii) R 5  is H, and R 3  and R 4  combine to form a double bond; or (iii) R 3  is H, and R 4  and R 5  combine to form a bond.

Metadata:
- Claim Count in Document: 20.0
- Percentile: 99.0
- Lexical Diversity: 1.88679
- Patent Class: 549.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: False
- Related Applications: ['15033970', '15707412', '15571921', '11874218', '14069057']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7495099984585392
- 35 USC 102 Novelty (BERT): 0.5997020208097538
- Combined Prediction Score: 0.7345292006936607
- Mean Citation Score: 425.015932
- Max Citation Score: 529.3929400000002
- Similarity Product: 442.04489213431367

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