101555-63-9

Basic information

• Product Name: FMOC-D-PIPECOLIC ACID
• Synonyms: (R)-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-(9H-FLUOREN-9-YLMETHYL) ESTER;(R)-N-FLUORENYLMETHOXYCARBONYL-2-PIPERIDINECARBOXYLIC ACID;(R)-N-FMOC-PIPERIDINE-2-CARBOXYLIC ACID;(R)-N-(9-FLUORENYLMETHYLOXYCARBONYL)-PIPERIDINE-2-CARBOXYLIC ACID;RARECHEM AR PA 0006;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-PIPECOLIC ACID;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-HOMOPROLINE;N-ALPHA-FMOC-D-PIPECOLIC ACID
• CAS NO: 101555-63-9
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.4
• Product Categories: Unusual amino acids;chiral;Pyridine;Amino Acids
• Mol File: 101555-63-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 149-153°C
• Boiling Point: 561.6 °C at 760 mmHg
• Flash Point: 293.5 °C
• Appearance: White to pale brown/Solid
• Density: 1.293 g/cm³
• Vapor Pressure: 1.89E-13mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 3.97±0.20(Predicted)
• BRN: 5485101
• CAS DataBase Reference: FMOC-D-PIPECOLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-PIPECOLIC ACID(101555-63-9)
• EPA Substance Registry System: FMOC-D-PIPECOLIC ACID(101555-63-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: 3077
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 101555-63-9(Hazardous Substances Data)

Usage

Description

FMOC-D-PIPECOLIC ACID, also known as (R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic Acid, is a white to light yellow crystalline powder. It is a building block used in the synthesis of cyclic tetrapeptide derivatives, which have potential applications in various fields due to their unique chemical properties.

Uses

Used in Pharmaceutical Industry:
FMOC-D-PIPECOLIC ACID is used as a building block for the preparation of cyclic tetrapeptide derivatives. These derivatives have potential applications as histone deacetylase inhibitors and antitumor agents, making them valuable in the development of new drugs for cancer treatment.
Used in Chemical Research:
As a building block, FMOC-D-PIPECOLIC ACID is also used in chemical research for the synthesis of various compounds with potential applications in different industries. Its unique chemical properties make it a versatile component in the development of new materials and products.

InChI:InChI=1/C21H21NO4/c23-20(24)19-11-5-6-12-22(19)21(25)26-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,23,24)/t19-/m1/s1

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 15912-30-8 (2S)-2-piperidinecarboxylic acid L-tartrate 
• 3105-95-1 pipecolinic acid 
• 15912-30-8 (R)-(+)-2-piperidinecarboxylic acid (+)-tartrate 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 1723-00-8 (R)-(+)-pipecolic acid 
• 102774-86-7 9-fluorenylmethyl N-succinimidyl carbonate 
• 4043-87-2 pipecolic Acid 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 

Downstream Products

• 1316671-14-3 C₃₄H₃₇NO₆ 
• 1316671-16-5 (R)-N-(9-fluorenylmethoxycarbonyl)-(S)-pipecolinylphenyllactic acid 
• 1374119-61-5 1-((9H-fluoren-9-yl)methyl) 2-((R)-3-(3,4-dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)propyl) (S)-piperidine-1,2-dicarboxylate 
• 1445604-11-4 C₄₃H₄₇NO₁₀ 
• 1445604-02-3 2-(3-((R)-3-(3,4-dimethoxyphenyl)-1-((S)-1-(2-oxo-2-(4-phenoxy-phenyl)acetyl)piperidine-2-carbonyloxy)propyl)phenoxy)acetic acid 
• 1445604-12-5 C₃₇H₄₁Cl₂NO₉ 
• 1445604-03-4 2-(3-((R)-3-(3,4-dimethoxyphenyl)-1-((S)-1-(2-oxo-2-(3,5-dichloro-phenyl)acetyl)piperidine-2-carbonyloxy)propyl)phenoxy)acetic acid 
• 195202-02-9 (S)-1-(9H-fluoren-9-yl)methyl 2-((R)-1-(3-(2-tert-butoxy-2-oxo-ethoxy) phenyl)-3-(3,4-dimethoxyphenyl)propyl) piperidine-1,2-dicarboxylate 
• 1462904-26-2 C₂₀H₃₀ClN₃O₃*C₂HF₃O₂ 

Relevant articles and documents

Brain-targeted chemical delivery of [Leu2, Pip3]-TRH: Synthesis and biological evaluation

A chemical targeting system for [Leu2, Pip3]-TRH (Gln,Leu,Pip) was synthesized in order to allow its specific delivery to the central nervous system (CNS). Sequential metabolism of the obtained 'packaged' chemical delivery system, (CDS), DHT-Pro-Pro-Gln-Leu-Pip-OCh, should yield a 'locked- in' precursor following the oxidative conversion of the dihydrotrigonellyl (DHT) to the trigonellyl (T+) moiety, followed by removal of the cholesteryl function and cleavage of the T+-Pro-Pro by prolyl endopeptidase. The antagonism of barbiturate-induced sleeping time was used to assess the activity of the CDS. The sleeping time after administration of vehicle and [Leu2]-TRH was 100.5 ± 6.3 min, and 78.2 ± 4.7 min, respectively. The [Leu2, Pip3]-TRH-CDS showed a significant decrease in sleeping time (58.2 ± 3.4 min) compared to the vehicle or [Leu2]-TRH. These results indicate successful brain delivery of the precursor construct, and an effective release of the active GlnLeuPip in the brain. (C) 2000 Elsevier Science Ltd.

2-ARYLSULFONAMIDO-N-ARYLACETAMIDE DERIVATIZED STAT3 INHIBITORS

The present disclosure provides pharmaceutical compositions comprising 2-arylsulfonamido-N-arylacetamide derivatized Stat3 inhibitors and certain pharmaceutically acceptable salts thereof, and methods of their use.

PIPECOLATE-DIKETOAMIDES FOR TREATMENT OF PSYCHIATRIC DISORDERS

The present invention relates to compounds having a pipecolate diketoamide scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with pharmaceutically acceptable carrier, excipient and/or diluents. Said pipecolate diketoamide compounds can be used for prophylaxis and/or treatment of psychiatric disorders and neurodegenerative diseases, disorders and conditions.