151907-80-1

Basic information

• Product Name: (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
• Synonyms: (1R,4S)-(+)-4-(BOC-AMINO)-2-CYCLOPENTENE-1-CARBOXYLIC ACID;(+)-(1R,4S)-N-T-BUTOXYCARBONYL-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID;(1R,4S)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED;(1R,4S)-(-)-4-(TERT-BUTOXYCARBONYL)AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID;(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID;(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID;(+)-(1R,4S)-N-BOC-GAMMA-HOMOCYCLOLEU-2-ENE;(+)-(1S,4R)-N-BOC-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID
• CAS NO: 151907-80-1
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• Product Categories: Unusual amino acids;Alicyclic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 151907-80-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 152°C
• Boiling Point: 382.284 °C at 760 mmHg
• Flash Point: 184.999 °C
• Appearance: Off-white/Crystalline Powder
• Density: 1.18
• Vapor Pressure: 6.65E-07mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: 2-8°C
• PKA: 4.31±0.40(Predicted)
• BRN: 6177417
• CAS DataBase Reference: (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(151907-80-1)
• EPA Substance Registry System: (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(151907-80-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-23
• HazardClass: IRRITANT
• Hazardous Substances Data: 151907-80-1(Hazardous Substances Data)

Usage

Chemical Properties

off-white crystalline powder

InChI:InChI=1/C11H17NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h4-5,7-8H,6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1

Upstream product

• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 200002-41-1 (-)-[(1R,4S)-tert-butyl 3-oxo-2-azabicyclo(2.2.1)hept-5-ene-2-carboxylate] 
• 108999-93-5 (1SR,4RS)-4-[(tert-butyloxycarbonyl)amino]cyclopent-2-enecarboxylic acid 
• 130931-83-8 (1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one 
• 24424-99-5 di-tert-butyl dicarbonate 
• 134003-04-6 (1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid 

Downstream Products

• 625098-83-1 (1S,4R)-1-amino-4-benzyloxycarbonyl-cyclopent-2-ene hydrochloride 
• 862120-91-0 C₁₈H₂₃NO₄ 
• 153011-43-9 (1S,cis)-tert-butyl N-[4-(hydroxymethyl)-2-cyclopenten-1-yl]carbamate 
• 625126-75-2 benzyl (1S,3R)-3-amino-1-isopropylcyclopentanecarboxylate hydrochloride 
• 625128-83-8 C₂₁H₃₁NO₄ 
• 693245-54-4 (1S,3R)-benzyl-(N-BOC-3-amino)-cyclopentanecarboxylate 
• 625098-82-0 C₂₃H₃₀F₃NO₄ 
• 765297-57-2 C₁₃H₁₇NO₂*ClH 
• 625098-85-3 C₂₃H₂₈F₃NO₄ 
• 625098-81-9 C₂₁H₃₁NO₃ 
• 625098-78-4 benzyl (1S,3R)-3-[(diphenylmethylene)amino]cyclopentanecarboxylate 
• 625098-84-2 C₁₈H₂₃NO₃ 
• 130931-85-0 (+)-(1R,4S)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride 
• 251326-99-5 (1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester 

Relevant articles and documents

PRODUCTION OF TRANS-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID DERIVATIVES

Methods of producing compositions of trans-4-amino-2-cyclopentene-1-carboxylic acid derivatives are described. Also described is an amine salt of a compound having formula A, having components present in both cis and trans structures.

NOVEL DIPEPTIDYL PEPTIDASE IV INHIBITORS, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, AND PROCESS FOR THEIR PREPARATION

The present invention relates to novel compounds useful as dipeptidyl peptidase IV (DPP-IV) inhibitors of the formula: (I) wherein Y is -S(O)m, -CH2-, CHF, or -CF2; m is 0, 1, or 2; X is a bond, C1-C5 alkyl (e.g., -CH2-), or -C(=0)-; the dotted line [----] in the carbocyclic ring represents an optional double bond; R1 is substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkylalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted aryl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclic ring, substituted or unsubstituted heterocyclylalkyl, substituted or unsubstituted heteroarylalkyl, CN, -COOR3, CONR3R4, -OR3, -NR3R4, or NR3COR3; R2 is hydrogen, cyano, COOH, or an isostere of a carboxylic acid (such as SO3H, CONOH, B(OH)2, PO3R3R4, SO2NR3R4, tetrazole, -COOR3, -CONR3R4, NR3COR4, or -COOCOR3).

NOVEL DIPEPTIDYL PEPTIDASE IV INHIBITORS; PROCESSES FOR THEIR PREPARATION AND COMPOSITIONS THEREOF

The present invention relates to novel dipeptidyl peptidase IV (DPP-IV) inhibitors or general formula (1) useful for treating diabetes, non-insulin dependent diabetes mellitus, impaired glucose tolerance, inflammatory bowel disease, ulcerative colitis,Chron’s disease, obesity, and metabolic syndrome.