公开(公告)号：US11028107B2

公开(公告)日：2021-06-08

申请号：US15438929

申请日：2017-02-22

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Anton Toutov ,  Wenbo Liu ,  David P. Schuman ,  Brian M. Stoltz ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07F7/18

Abstract: The present invention is directed to compositions for silylating organic substrates containing C—H or O—H bonds, especially heteroaromatic substrates. The compositions are derived from the preconditioning of mixtures of hydrosilanes or organodisilanes with bases, including metal hydroxide and metal alkoxide bases. In some embodiments, the preconditioning results in the formation of reactive silicon hydride species.

公开(公告)号：US10781213B2

公开(公告)日：2020-09-22

申请号：US16692518

申请日：2019-11-22

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Eric R. Welin ,  Scott C. Virgil ,  Pamela Tadross ,  Gerit M. Pototschnig ,  Aurapat (Fa) Ngamnithiporn ,  Kenji Negoro ,  Guillaume Lapointe ,  Max Klatte ,  Christopher Haley ,  Christian Gruenanger ,  Emil Glibstrup ,  Christopher Gilmore ,  Kevin McCormack Allan

IPC: C07D471/18 ,  A61P35/00 ,  C07D401/04

Abstract: (−)-Jorumycin, ecteinascidin 743, saframycin A and related compounds, methods of preparing the same, formulations comprising the compounds, and methods of treating proliferative diseases with the same are provided.

公开(公告)号：US20200157049A1

公开(公告)日：2020-05-21

申请号：US16427629

申请日：2019-05-31

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Scott C. Virgil ,  David E. White ,  Taiga Yurino ,  Yiyang Liu ,  Douglas C. Behenna ,  Douglas Duquette ,  Christian Eidamshaus

IPC: C07D211/78 ,  C07D265/32 ,  C07D211/60 ,  C07D207/16 ,  C07D223/10 ,  C07D309/04 ,  C07D223/04 ,  C07D241/04 ,  C07D241/08 ,  C07D241/52 ,  C07D207/06 ,  C07D265/30 ,  C07D207/08 ,  C07D207/10 ,  C07D207/26 ,  C07D207/263 ,  C07D207/27 ,  C07D207/46 ,  C07D211/16 ,  C07D211/18 ,  C07D211/22 ,  C07D211/34 ,  C07D211/38 ,  C07D211/76 ,  C07D211/88 ,  C07D211/94 ,  C07D211/96 ,  C07D309/30 ,  C07D207/267 ,  C07D207/273 ,  C07D207/277 ,  C07D211/90

Abstract: The invention provides heterocyclic compounds with quaternary centers and methods of preparing compounds. Methods include the method for the preparation of a compound of Formula (II): comprising treating a compound of Formula (I): with a transition metal catalyst and under alkylation conditions as valence and stability permit.

公开(公告)号：US20200048201A1

公开(公告)日：2020-02-13

申请号：US16511138

申请日：2019-07-15

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Aurapat Ngamnithiporn ,  Carina I. Jette ,  Shoshana Bachman ,  Scott C. Virgil ,  Sebastian Lackner

IPC: C07D211/86 ,  B01J31/24 ,  C07D309/32 ,  C07D407/06 ,  C07D409/06 ,  C07D309/30 ,  C07D211/76

Abstract: The present disclosure provides methods for enantioselective synthesis of cyclic and acyclic α-quaternary carboxylic acid derivatives via nickel-catalyzed allylic alkylation.

公开(公告)号：US20190048009A1

公开(公告)日：2019-02-14

申请号：US16038968

申请日：2018-07-18

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Eric R. Welin ,  Scott C. Virgil ,  Pamela Tadross ,  Gerit Maria Pototschnig ,  Aurapat (Fa) Ngamnithiporn ,  Kenji Negoro ,  Guillaume Lapointe ,  Max Klatte ,  Christopher Haley ,  Christian Gruenanger ,  Emil Glibstrup ,  Christopher Gilmore ,  Kevin McCormack Allan

IPC: C07D471/18 ,  C07D401/04 ,  A61P35/00

CPC classification number: C07D471/18 ,  A61P35/00 ,  C07D401/04

Abstract: (−)-Jorumycin, ecteinascidin 743, saframycin A and related compounds, methods of preparing the same, formulations comprising the compounds, and methods of treating proliferative diseases with the same are provided.

公开(公告)号：US20180339968A1

公开(公告)日：2018-11-29

申请号：US16049434

申请日：2018-07-30

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Scott C. Virgil ,  David E. White ,  Taiga Yurino ,  Yiyang Liu ,  Douglas C. Behenna ,  Douglas Duquette ,  Christian Eidamshaus

IPC: C07D211/78 ,  C07D223/10 ,  C07D309/04 ,  C07D207/16 ,  C07D211/60 ,  C07D211/90 ,  C07D207/277 ,  C07D207/273 ,  C07D207/267 ,  C07D309/30 ,  C07D211/96 ,  C07D211/94 ,  C07D211/88 ,  C07D211/76 ,  C07D211/38 ,  C07D211/34 ,  C07D211/22 ,  C07D211/18 ,  C07D211/16 ,  C07D207/46 ,  C07D207/27 ,  C07D207/263 ,  C07D207/26 ,  C07D207/10 ,  C07D207/08 ,  C07D265/30 ,  C07D207/06 ,  C07D241/52 ,  C07D241/08 ,  C07D241/04 ,  C07D223/04 ,  C07D265/32

CPC classification number: C07D211/78 ,  C07D207/06 ,  C07D207/08 ,  C07D207/10 ,  C07D207/16 ,  C07D207/26 ,  C07D207/263 ,  C07D207/267 ,  C07D207/27 ,  C07D207/273 ,  C07D207/277 ,  C07D207/46 ,  C07D211/16 ,  C07D211/18 ,  C07D211/22 ,  C07D211/34 ,  C07D211/38 ,  C07D211/60 ,  C07D211/76 ,  C07D211/88 ,  C07D211/90 ,  C07D211/94 ,  C07D211/96 ,  C07D223/04 ,  C07D223/10 ,  C07D241/04 ,  C07D241/08 ,  C07D241/52 ,  C07D265/30 ,  C07D265/32 ,  C07D309/04 ,  C07D309/30

Abstract: The invention provides heterocyclic compounds with quaternary centers and methods of preparing compounds. Methods include the method for the preparation of a compound of Formula (II): comprising treating a compound of Formula (I): with a transition metal catalyst and under alkylation conditions as valence and stability permit.

公开(公告)号：US10072030B2

公开(公告)日：2018-09-11

申请号：US15375716

申请日：2016-12-12

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Anton Toutov ,  Kerry Betz ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07J1/00 ,  C07J51/00 ,  C07F17/02 ,  C07J7/00 ,  C07J75/00

CPC classification number: C07F7/0827 ,  C07F17/02 ,  C07J1/0096 ,  C07J7/0005 ,  C07J51/00 ,  C07J75/00

Abstract: The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal alkynyl C—H bond, with a mixture of at least one organosilane and an alkali metal hydroxide, alkali metal alkoxide, or alkali metal hydride under conditions sufficient to form a silylated terminal alkynyl moiety. The methods are operable in the presence or substantially absence of transition-metal compounds. The systems associated with these methods are also disclosed.

公开(公告)号：US09422259B2

公开(公告)日：2016-08-23

申请号：US14529911

申请日：2014-10-31

Applicant: California Institute of Technology

Inventor： Hosea Nelson ,  Kei Murakami ,  Scott C. Virgil ,  Brian M. Stoltz ,  Jonathan R. Gordon

IPC: C07D313/06 ,  C07D311/00 ,  C07D493/08 ,  C07D493/18 ,  C07D493/16

CPC classification number: C07D311/00 ,  C07D493/08 ,  C07D493/16 ,  C07D493/18

Abstract: Compounds represented by Formula I are provided that include synthetic transtaganolide and basiliolide products. Derivatives of these compounds and methods of synthesis are also provided.

Abstract translation: 提供由式I表示的化合物，其包括合成的经斯曲肽内酯和巴利内酯产物。 还提供了这些化合物的衍生物和合成方法。

公开(公告)号：US20230057900A1

公开(公告)日：2023-02-23

申请号：US17762232

申请日：2020-09-10

Applicant: The Regents of the University of California ,  California Institute of Technology

Inventor： Hosea M. Nelson ,  Jose A. Rodriguez ,  Brian M. Stoltz

IPC: G01N23/2055 ,  G01N1/42

Abstract: The present disclosure provides methods of collecting electron diffraction patterns from nanocrystals to obtain a three-dimensional structural model of a compound, as well as methods of identifying compounds and methods of determining polymorphic forms. In addition, the present disclosure provides methods of characterizing a first compound from a sample, as well as methods of screening compounds from a sample. The present disclosure also provides systems for characterizing a compound from a sample, which systems include modules for high-performance liquid chromatography, dispensing, and electron microscopy.

公开(公告)号：US11377396B2

公开(公告)日：2022-07-05

申请号：US16579382

申请日：2019-09-23

Applicant: California Institute of Technology

Inventor： Brian M. Stoltz ,  Yoshitaka Numajiri ,  Beau P. Pritchett ,  Koji Chiyoda

IPC: C07B53/00 ,  C07C233/76 ,  C07C271/18 ,  C07C271/50 ,  C07C311/16 ,  C07D209/88 ,  C07D211/74 ,  C07D211/76 ,  C07D265/32

Abstract: This invention provides enantioenriched Mannich adducts with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula (I): comprising treating a compound of formula (II): with a transition metal catalyst under alkylation conditions.