PATENT CLAIM ANALYSIS

Application Number: 15946658
Application Type: Utility
Filing Date: 2018-04
Publication Date: 2018-10
Patent Classification: ["514", "029000"]

Abstract:
Provided herein are methods of preparing macrolides by the coupling of an eastern and western half, followed by macrocyclization, to provide macrolides, including both known and novel macrolides. Intermediates in the synthesis of macrolides including the eastern and western halves are also provided. Pharmaceutical compositions and methods of treating infectious diseases and inflammatory conditions using the inventive macrolides are also provided. A general diastereoselective aldol methodology used in the synthesis of the western half is further provided.

Claim (Index 81):
A compound of formula: or a salt thereof; wherein:\n Z is a group of formula: \n wherein:\n L and L 2  are each a bond; \n z1 and z2 are each independently 0 or 1; \n each instance of R 1a , R 1b , R 2a , and R 2b  is independently hydrogen, halogen, carbonyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, or wherein R 1a  and R 1b  or R 2a  and R 2b  can be taken together to form \n R Z2  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, \u2014C(\u2550O)R Z8 , \u2014C(\u2550O)OR Z8 , \u2014C(\u2550O)N(R Z8 ) 2 , or a nitrogen protecting group; R Z3  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, or optionally substituted heteroaryl; R Z4  is optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, or optionally substituted heteroaryl; L 3  is a group of formula:  represents a single or double bond; R 3  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, \u2014C(\u2550O)R Z8 , \u2014C(\u2550O)OR Z8 , \u2014C(\u2550O)N(R Z8 ) 2 , an oxygen protecting group, or a group of formula: R 4  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl; each instance of R 18  and R 19  independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, or optionally substituted heteroaryl; each instance of R 20  and R 21  is independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, hydroxyl, substituted hydroxyl, thiol, substituted thiol, amino, substituted amino, halogen, carbonyl, or R 20  and R 21  are joined to form an optionally substituted cyclopropyl or an oxiranyl ring; each instance of R 5a  and R 5b  is independently hydrogen or optionally substituted alkyl; R 6  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted heteroaryl, optionally substituted heteroaralkyl, hydroxyl, substituted hydroxyl, thiol, substituted thiol, amino, substituted amino, carbonyl, silyl, or halogen; R 7  and R 8  are each independently optionally substituted alkyl; R 9  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, \u2014C(\u2550O)R Z8 , \u2014C(\u2550O)OR Z8 , \u2014C(\u2550O)N(R Z8 ) 2 , an oxygen protecting group, or a carbohydrate; R 10  is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, hydroxyl, substituted hydroxyl, thiol, substituted thiol, amino, substituted amino, carbonyl, silyl, and halogen; G 3  is \u2014O\u2014; G 1  is \u2014NR 13 R 14 ; R 11  and R 13  are joined as a group of formula \u2014C(\u2550O)\u2014 to provide a cyclic carbamate; R 14  is hydrogen; each instance of L C1  and L C2  is independently a bond, or a linking group selected from the group consisting of optionally substituted alkylene, optionally substituted alkenylene, optionally substituted alkynylene; optionally substituted heteroalkylene, optionally substituted heteroalkenylene, optionally substituted heteroalkynylene, and combinations thereof; each instance of A 1  is independently a leaving group (LG), A is R W2  is hydrogen, optionally substituted alkyl; optionally substituted alkenyl; optionally substituted alkynyl; optionally substituted carbocyclyl; optionally substituted heterocyclyl; optionally substituted aryl; optionally substituted heteroaryl, or two R W2  groups are joined to form an optionally substituted cyclic moiety; R 23  is optionally substituted alkyl; optionally substituted alkenyl; optionally substituted alkynyl; optionally substituted carbocyclyl; optionally substituted heterocyclyl; optionally substituted aryl; or optionally substituted heteroaryl; and each instance of R Z8  is independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, or optionally substituted heteroaryl, or two R Z8  groups are joined to form an optionally substituted heterocyclyl or optionally substituted heteroaryl ring.

Metadata:
- Claim Count in Document: 12.0
- Percentile: 91.0
- Lexical Diversity: 1.75
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['14781719', '15558896', '15517843', '13953647', '13205112']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7849339530966303
- 35 USC 102 Novelty (BERT): 0.6322369166524342
- Combined Prediction Score: 0.7696642494522107
- Mean Citation Score: 409.020056
- Max Citation Score: 584.48474
- Similarity Product: 542.8412000354721

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