177702-21-5

Basic information

• Product Name: (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE
• Synonyms: (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE;(R)-4-(Amino-carboxy-methyl)-piperidine-1-carboxylic acid tert-butyl ester;(R)-2-AMino-2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid
• CAS NO: 177702-21-5
• Molecular Formula: C₁₂H₂₂N₂O₄
• Molecular Weight: 258.32
• Mol File: 177702-21-5.mol

Chemical Properties

• Boiling Point: 397.9°C at 760 mmHg
• Flash Point: 194.5°C
• Appearance: /
• Density: 1.181g/cm³
• Vapor Pressure: 1.92E-07mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.30±0.10(Predicted)
• CAS DataBase Reference: (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE(177702-21-5)
• EPA Substance Registry System: (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE(177702-21-5)

Safety Data

• Hazardous Substances Data: 177702-21-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE is used as a key building block for the synthesis of various pharmaceuticals. Its unique structure allows for the development of compounds with specific biological activities, contributing to the creation of new drugs for treating a range of medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, (R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE serves as an essential intermediate for the production of agrochemicals. Its incorporation into these products can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in the Synthesis of Functional Materials:
(R)-1-BOC-4-(AMINOCARBOXYMETHYL)PIPERIDINE is utilized as a precursor in the preparation of functional materials. Its reactivity and structural features enable the development of materials with tailored properties for use in various industries, including electronics, coatings, and advanced materials for specific applications.

InChI:InChI=1/C12H22N2O4/c1-12(2,3)18-11(17)14-6-4-8(5-7-14)9(13)10(15)16/h8-9H,4-7,13H2,1-3H3,(H,15,16)/t9-/m1/s1

Upstream product

• 400888-22-4 4-((R)-benzyloxycarbonylamino-carboxy-methyl)piperidine-1-carboxylic acid tert-butyl ester 
• 161315-57-7 4-(R)-(azidocarboxymethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 313491-20-2 4-(benzyloxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid tert-butyl ester 
• 400888-21-3 4-((R)-benzyloxycarbonylamino-methoxycarbonyl-methyl)piperidine-1-carboxylic acid tert-butyl ester 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 

Downstream Products

• 458560-10-6 (αR)-1-BOC-α-[[[5-(4-trifluoromethyl-phenyl)-2-thienyl]sulfonyl]amino]4-piperidineacetic acid 
• 458559-04-1 C₂₅H₃₄N₂O₇S₂ 
• 458559-03-0 C₂₅H₃₄N₂O₇S₂ 
• 458559-21-2 C₂₅H₃₄N₂O₈S₂ 
• 458558-79-7 4-{carboxy-[5-(4-N,N-dimethylaminophenyl)-thiophene-2-sulfonylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 
• 458559-42-7 4-{(R)-carboxy-[5-(4'-piperidin-1-yl-phenyl)-thiophene-2-sulfonylamino]-methyl}piperidine-1-carboxylic acid tert-butyl ester 
• 458559-43-8 4-{(R)-carboxy-[5-(3-ethoxyphenyl)-thiophene-2-sulfonylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 
• 458558-87-7 4-{(R)-carboxy-[5-(3,4-dimethoxyphenyl)-thiophene-2-sulfonylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 
• 1159845-49-4 4-{(R)-carboxy-[5-(4'-trifluoromethylphenyl)-furan-2-sulfonylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 
• 458558-86-6 4-{(R)-carboxy-[5-(3',4'-difluorophenyl)-furan-2-sulfonylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 
• 458558-89-9 4-{(R)-carboxy-[5-(4'-ethoxyphenyl)-thiophene-2-sulfonylamino]-methyl}piperidine-1-carboxylic acid tert-butyl ester 
• 458559-35-8 C₂₃H₂₇F₃N₂O₇S₂ 
• 1159845-48-3 4-[(R)-(benzo[b]thiophene-2-sulfonylamino)-carboxy-methyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 458559-11-0 C₂₃H₃₀N₂O₆S₂ 

Relevant articles and documents

An enantioselective synthesis of (R)-4-piperidinylglycine

An efficient process for the synthesis of (R)-N-t-Boc-4-piperidinylglycine 8a, an unnatural amino acid, via enantioselective rhodium-catalyzed hydrogenation of the Cbz-enamide 5a is described. Subsequent deprotection of 8a affords unprotected (R)-4-piperi

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The matrix metalloproteinase enzyme MMP-13 plays a key role in the degradation of type II collagen in cartilage and bone in osteoarthritis (OA). An effective MMP-13 inhibitor would therefore be a novel disease modifying therapy for the treatment of arthritis. Our efforts have resulted in the discovery of a series of carboxylic acid inhibitors of MMP-13 that do not significantly inhibit the related MMP-1 (collagenase-1) or tumor necrosis factor-α (TNF-α) converting enzyme (TACE). It has previously been suggested (but not proven) that inhibition of the latter two enzymes could lead to side effects. A promising carboxylic acid lead 9 was identified and a convergent synthesis developed. This paper describes the optimization of 9 and the identification of a compound 24f for further development. Compound 24f is a subnanomolar inhibitor of MMP-13 (IC50 value 0.5 nM and Ki of 0.19 nM) having no activity against MMP-1 or TACE (IC50 of >10000 nM). Furthermore, in a rat model of MMP-13-induced cartilage degradation, 24f significantly reduced proteoglycan release following oral dosing at 30 mg/kg (75% inhibition, p 0.05) and at 10 mg/kg (40% inhibition, p 0.05).

Certain azacycloalkyl substituted acetic acid derivatives

Compounds of the formula (I) wherein R represents OH or NHOH; R1 represents hydrogen, optionally substituted lower alkyl, aryl-lower alkyl, cycloalkyl-lower alkyl, or acyl derived from a carboxylic acid, from a carbonic acid, from a carbamic ac