145106-43-0

Basic information

• Product Name: (1S,2S)-trans-N-Boc-2-aminocyclopentanol
• Synonyms: (1S,2S)-trans-N-Boc-2-aminocyclopentanol;tert-butyl (1S,2S)-2-hydroxycyclopentylcarbamate;((1S,2S)-2-Hydroxycyclopentyl)carbamic acid tert-butyl ester;tert-Butyl N-((2S,1S)-2-hydroxycyclopentyl)carbamate;(1S,2S)-trans-N-Boc-2-aminocyclopentanol 99%
• CAS NO: 145106-43-0
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.26
• Product Categories: Amino Alcohols;Chiral Building Blocks;Organic Building Blocks;apis
• Mol File: 145106-43-0.mol

Chemical Properties

• Melting Point: 87.0℃
• Boiling Point: 320.8±31.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• PKA: 12.09±0.40(Predicted)
• BRN: 5810036
• CAS DataBase Reference: (1S,2S)-trans-N-Boc-2-aminocyclopentanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-trans-N-Boc-2-aminocyclopentanol(145106-43-0)
• EPA Substance Registry System: (1S,2S)-trans-N-Boc-2-aminocyclopentanol(145106-43-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 145106-43-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S)-trans-N-Boc-2-aminocyclopentanol is used as a reactant for the asymmetric synthesis of constrained (-)-S-adenosyl-L-homocysteine (SAH) analogs. These analogs serve as DNA methyltransferase inhibitors, which are important in the development of drugs targeting various diseases, including cancer and neurological disorders.
Used in Chemical Synthesis:
(1S,2S)-trans-N-Boc-2-aminocyclopentanol is used as a key intermediate in the synthesis of various complex organic molecules, such as natural products and pharmaceutical compounds. Its unique stereochemistry and functional groups make it a valuable building block for creating novel molecules with potential applications in various fields.
Used in Research and Development:
(1S,2S)-trans-N-Boc-2-aminocyclopentanol is employed as a research tool in the development of new synthetic methods and strategies for the preparation of biologically active molecules. Its unique structure allows chemists to explore new reaction pathways and develop innovative approaches to synthesize complex molecules with potential therapeutic applications.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 930-45-0 (1S,2S)-2-aminocyclopentanol 
• 125356-51-6 (1S,2S)-trans-2-azidocyclopentanol 
• 445479-00-5 (1S, 2S)-2-benzyloxy-cyclopentyl-carbamic acid tert-butyl ester 
• 181657-56-7 (1S,2S)-2-(benzyloxy)cyclopentanamine 
• 756874-86-9 (1S,2S)-2-azido-cyclopentyl butyrate 
• 1430230-60-6 tert-butyl N-[(1S,2S)-2-trimethylsilyloxycyclopentyl]carbamate 
• 88807-02-7 (±)-trans-2-azidocyclopentanol 
• 68327-04-8 (1S,2S)-2-aminocyclopentanol hydrochloride 

Downstream Products

• 445479-01-6 (1R,2S)-2-tert-Butoxycarbonylaminocyclopentylamine 

Relevant articles and documents

Structure-Based Discovery of M-89 as a Highly Potent Inhibitor of the Menin-Mixed Lineage Leukemia (Menin-MLL) Protein-Protein Interaction

Inhibition of the menin-mixed lineage leukemia (MLL) protein-protein interaction is a promising new therapeutic strategy for the treatment of acute leukemia carrying MLL fusion (MLL leukemia). We describe herein our structure-based design, synthesis, and evaluation of a new class of small-molecule inhibitors of the menin-MLL interaction (hereafter called menin inhibitors). Our efforts have resulted in the discovery of highly potent menin inhibitors, as exemplified by compound 42 (M-89). M-89 binds to menin with a Kd value of 1.4 nM and effectively engages cellular menin protein at low nanomolar concentrations. M-89 inhibits cell growth in the MV4;11 and MOLM-13 leukemia cell lines carrying MLL fusion with IC50 values of 25 and 55 nM, respectively, and demonstrates >100-fold selectivity over the HL-60 leukemia cell line lacking MLL fusion. The determination of a co-crystal structure of M-89 in a complex with menin provides the structural basis for their high-affinity interaction. Further optimization of M-89 may lead to a new class of therapy for the treatment of MLL leukemia.

COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS

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CHIRAL DIARYL MACROCYCLES AS MODULATORS OF PROTEIN KINASES

The present disclosure relates to certain chiral diaryl macrocyclic derivatives, pharmaceutical compositions containing them, and methods of using them to treat cancer, pain, neurological diseases, autoimmune diseases, and inflammation.

PIPERIDINES AS MENIN INHIBITORS

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Copper-Catalyzed Asymmetric Borylative Ring Opening of Diazabicycles

Highly enantioselective, copper-catalyzed ring opening of bicyclic hydrazines using a diboron reagent was accomplished with (R,R)-taniaphos as a chiral ligand. Desymmetrization of various bicyclic hydrazines by boryl substitution afforded 3-Bpin-4-hydrazino-cyclopentene derivatives with enantioselectivity up to >99% under mild conditions. The resulting allylic boron products were utilized in further organic transformations. Kinetic resolution of a racemic bicyclic oxazine gave useful information about the relative rates of C-O and C-N bond cleavage.

IMIDAZO[1,2-b]PYRIDAZINE DERIVATIVES AS KINASE INHIBITORS

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Matrix metalloproteinase inhibitors based on the 3-mercaptopyrrolidine core

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SELECTIVE ANDROGEN RECEPTOR MODULATORS

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SAR and X-ray structures of enantiopure 1,2-cis-(1R,2S)-cyclopentyldiamine and cyclohexyldiamine derivatives as inhibitors of coagulation Factor Xa

In the search of Factor Xa (FXa) inhibitors structurally different from the pyrazole-based series, we identified a viable series of enantiopure cis-(1R,2S)-cycloalkyldiamine derivatives as potent and selective inhibitors of FXa. Among them, cyclohexyldiam

CYCLIC DIAMINES AND DERIVATIVES AS FACTOR XA INHIBITORS

The present application describes cyclic diamino compounds, derivatives thereof, and pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.