847199-90-0

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(1R)-2-(1H-indol-3-yl)-1-methylethyl]-, 1,1-dimethylethyl ester is used as an intermediate in the synthesis of various pharmaceutical compounds for [application reason]. Its unique chemical structure allows it to be a key component in the development of new medications.
Used in Research and Development:
In the field of research and development, Carbamic acid, [(1R)-2-(1H-indol-3-yl)-1-methylethyl]-, 1,1-dimethylethyl ester is used for studying its potential therapeutic effects in the treatment of other conditions. Its properties and interactions with biological systems are being investigated to explore its possible applications in medicine.
Note: The specific "application reason" for the pharmaceutical industry and research and development uses is not provided in the materials. The placeholder "[application reason]" should be replaced with the actual reason for its use in these applications based on further information or research.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 7795-52-0 (-)-alpha-Methyltryptamine 
• 120-72-9 indole 
• 454248-53-4 (R)-4-methyl-2,2-dioxo-1,2,3-oxathiazolidine-3-carboxylic acid tert butyl ester 
• 79069-13-9 (R)-2-tertbutoxycarbonylamino-1-propanol 
• 615-36-1 2-bromoaniline 

Downstream Products

• 7795-52-0 (-)-alpha-Methyltryptamine 
• 847200-08-2 thiophene-2-sulfonic acid (3-{1-(tert-butyl-dimethyl-silanyloxy)-2-[2-(1-ethyl-1H-indol-3-yl)-1-methyl-ethylamino]-ethyl}-phenyl)-amide 

Relevant academic research and scientific papers

PROCESSES FOR MAKING SERD TRICYCLIC COMPOUNDS HAVING A SUBSTITUTED PHENYL OR PYRIDINYL MOIETY

Provided herein are processes for the preparation of compounds useful in the treatment of cancer.

Efficient Manufacturing Process for the Selective Estrogen Receptor Degrader GDC-9545 (Giredestrant) via a Crystallization-Driven Diastereoselective Pictet-Spengler Condensation

GDC-9545 is a selective estrogen receptor degrader that is being developed as a treatment for ER+/HER2- breast cancer. A robust, convergent manufacturing process for GDC-9545 was developed. The process features a Wenker aziridine synthesis to produce the key starting material tryptamine 11, a highly efficient C-N coupling between aminoazetidine 9 and 2,6-difluoro-4-bromobenzaldehyde diethyl acetal (33) to construct key intermediate 10, and a crystallization-driven diastereoselective Pictet-Spengler reaction to furnish the active pharmaceutical ingredient GDC-9545·tartrate.

SOLID FORMS OF 3-((1R,3R)-1-(2,6-DIFLUORO-4-((1-(3-FLUOROPROPYL)AZETIDIN-3-YL)AMINO)PHENYL)-3-METHYL-1,3,4,9-TETRAHYDRO-2H-PYRIDO[3,4-B]INDOL-2-YL)-2,2-DIFLUOROPROPAN-1-OL AND PROCESSES FOR PREPARING FUSED TRICYCLIC COMPOUNDS COMPRISING A SUBSTITUTED PHENYL OR PYRIDINYL MOIETY, INCLUDING METHODS OF THEIR USE

Provided herein are solid forms, salts such as compound B, and formulations of 3-((lR,3R)-l-(2,6-difluoro-4-((l-(3-fluoropropyl) azetidin-3-yl)amino)phenyl)-3-methyl-l,3,4,9-tetrahydro-2H- pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-l-ol, processes and synthesis thereof, and methods of their use in the treatment of cancer.

Synthesis of Chiral Tryptamines via a Regioselective Indole Alkylation

A practical synthesis of chiral tryptamines from simple, unprotected indoles has been developed. Indole nucleophiles prepared with MeMgCl in the presence of CuCl reacted with chiral cyclic sulfamidates almost exclusively at the C3-position of i

N-Acyl glycinates as acyl donors in serine protease-catalyzed kinetic resolution of amines. Improvement of selectivity and reaction rate

Enzymatic kinetic resolution of aliphatic and benzylic amines leading to (S)-amides was achieved by using alkaline protease as the catalyst and N-octanoyl glycine trifluoroethyl ester as the acyl donor; enantioselectivity ranged between 4 to 244, while reaction times were dramatically shortened and ranged between 15 min to 6 h. The 2008 Royal Society of Chemistry.

Discovery of 1,7-cyclized indoles as a new class of potent and highly selective human β3-adrenergic receptor agonists with high cell permeability

The synthesis and evaluation of a novel series of 1,7-cyclized indole-based human adrenergic receptor (β3-AR) agonists are reported. The synthesis of a variety of 1,7-cyclized indole part was accomplished by the Mitsunobu reaction or a ring closing metathesis (RCM) reaction. SAR studies revealed that expansion of the ring size resulted in considerable selectivity against the β1- and β2-ARs. Compound 26, an eight-membered ring analogue with a double bond on its 1,7-linker portion, was found to be a potent β3-AR agonist (EC50 = 0.75 nM, IA = 90%) with extremely high selectivity for the β3-AR over the β1- and β2-ARs.