203866-14-2

Basic information

• Product Name: BOC-TRANS-4-FLUORO-L-PROLINE
• Synonyms: N-BOC-(4S,2R)-4-FLUORO-2-PYRROLIDINECARBOXYLIC ACID;N-BOC-TRANS-4-FLUORO-L-PROLINE;N-T-BOC-TRANS-4-FLUORO-L-PROLINE;N-(TERT-BUTOXYCARBONYL)-(2S,4R)-4-FLUOROPROLINE;BOC-TRANS-4-FLUORO-L-PROLINE;(2S,4R)-4-FLUORO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;(2R,4S)-N-Boc-trans-4-Fluoro-D-proline methyl ester;(2S,4R)-N-Boc-trans-4-Fluoro-L-Proline
• CAS NO: 203866-14-2
• Molecular Formula: C₁₀H₁₆FNO₄
• Molecular Weight: 233.24
• Product Categories: Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 203866-14-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 115-119°C
• Boiling Point: 346 °C at 760 mmHg
• Flash Point: 163 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 1.05E-05mmHg at 25°C
• Refractive Index: -69 ° (C=1, MeOH)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 3.53±0.40(Predicted)
• CAS DataBase Reference: BOC-TRANS-4-FLUORO-L-PROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-TRANS-4-FLUORO-L-PROLINE(203866-14-2)
• EPA Substance Registry System: BOC-TRANS-4-FLUORO-L-PROLINE(203866-14-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 203866-14-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

N-Boc-trans-4-fluoro-L-proline is a useful synthetic intermediate. It is used to prepare potent 3- or 4-substituted-2-cyanopyrrolidine dipeptidyl peptidase IV inhibitors. It is also used to synthesize pyrrolotriazines derivatives as pan-Aurora kinase inhibitors and anti-tumor agents.

InChI:InChI=1/C10H16FNO4/c1-10(2,3)16-9(15)12-5-6(11)4-7(12)8(13)14/h6-7H,4-5H2,1-3H3,(H,13,14)/t6-,7+/m1/s1

Upstream product

• 587887-98-7 2-benzyl 1-(tert-butyl) (2S,4R)-4-fluoropyrrolidine-1,2-dicarboxylate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 121147-94-2 1-tert-butyl 2-methyl (2S,4S)-4-((benzoyl)oxy)-1,2-pyrrolidinedicarboxylate 
• 129430-93-9 (2S,4S)-methyl 4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 129430-93-9 methyl (2S,4R)-4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 87691-27-8 N-tert-butoxycarbonyl-L-cis-4-hydroxyproline 
• 132622-90-3 (2S,4S)-2-benzyl 1-tert-butyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 203866-18-6 methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate 

Downstream Products

• 2438-57-5 (2S,4R)-4-fluoropyrrolidine-2-carboxylic acid 
• 1384246-34-7 C₂₇H₂₉FN₄O₅ 
• 1384246-36-9 C₂₃H₂₇FN₄O₅ 
• 1410975-64-2 (2S,4R)-tert-butyl 2-((N-(tert-butoxycarbonyl)-2-nitrophenylsulfonamido)methyl)-4-fluoropyrrolidine-1-carboxylate 
• 1410975-65-3 N-(((2S,4R)-4-fluoropyrrolidine-2-yl)methyl)-2-nitrobenzenesulfonamide 

Relevant articles and documents

COMBINATION OF CHIMERIC ANTIGEN RECEPTOR THERAPY AND AMINO PYRIMIDINE DERIVATIVES

The invention provides compositions and methods for treating diseases associated with expression of CD19, e.g., by administering a recombinant T cell comprising the CD19 CAR as described herein, in combination with a BTK inhibitor, e.g., an amino pyrimidi

NOVEL AMINO PYRIMIDINE DERIVATIVES

The present invention describes new amino pyrimidine derivatives of formula (I) and pharmaceutically acceptable salts thereof which appear to interact with Bruton's tyrosine kinase (Btk). Accordingly, the novel amino pyrimidines may be effective in the treatment of autoimmune disorders, inflammatory diseases, allergic diseases, airway diseases, such as asthma and chronic obstructive pulmonary disease (COPD), transplant rejection, cancers e.g. of hematopoietic origin or solid tumors.

Incorporation of fluoroprolines to proctolin: Study on the effect of a fluorine atom toward peptidic conformation

In spite of quite small steric perturbation, substitution of proline (Pro) in the target pentapeptide proctolin (Arg-Tyr-Leu-Pro-Thr) for (4R)- as well as (4S)-4-fluoroproline led to apparent alteration of the pyrrolidine ring structure which eventually r