ChemicalBook > CAS DataBase List > (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID

(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID

Product Name
(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
CAS No.
151907-80-1
Chemical Name
(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
Synonyms
Boc-L-PEC;BOC-L-ACPEC;Peramivir impurities9;(+)-(1R,4S)-Boc-g-Homocycloleu-2-ene;(+)-(1R,4S)-N-Boc-g-homocycloleu-2-ene;(+)-(1R,4S)-N-BOC-GAMMA-HOMOCYCLOLEU-2-ENE;(1R,4S)-Boc-4-aminocyclopent-2-ene-carboxylic acid;(1R,4S)-4-Boc-aMino-cyclopent-2-enecarboxylic acid;(1R,4S)-4-(Boc-amino)-2-cyclopentenecarboxylic Acid;(1S,4R)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylicaci
CBNumber
CB5723368
Molecular Formula
C11H17NO4
Formula Weight
227.26
MOL File
151907-80-1.mol
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(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Property

Melting point:
152°C
Boiling point:
382.3±42.0 °C(Predicted)
Density 
1.18
storage temp. 
2-8°C
pka
4.31±0.40(Predicted)
form 
Crystalline Powder
color 
Off-white
optical activity
[α]20/D +48.5±2°, c = 1% in methanol
BRN 
6177417
InChI
InChI=1S/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
InChIKey
WOUNTSATDZJBLP-JGVFFNPUSA-N
SMILES
[C@@H]1(C(O)=O)C[C@H](NC(OC(C)(C)C)=O)C=C1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10-23
HazardClass 
IRRITANT
HS Code 
29223900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B603255
Product name
(+)-(1R,4S)-N-Boc-4-aminocyclopent-2-enecarboxylicAcid
Packaging
500mg
Price
$100
Updated
2021/12/16
TRC
Product number
B603255
Product name
(+)-(1R,4S)-N-Boc-4-aminocyclopent-2-enecarboxylicAcid
Packaging
100mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
041320
Product name
(1R,4S)-Boc-4-aminocyclopent-2-ene-carboxylic acid
Packaging
250mg
Price
$164
Updated
2021/12/16
Apolloscientific
Product number
OR5860
Product name
(1R,4S)-(-)-4-Aminocyclopent-2-ene-1-carboxylicacid,N-BOCprotected
Packaging
5g
Price
$267
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB44068
Product name
(1R,4S)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid
Packaging
1g
Price
$285
Updated
2021/12/16
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(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Chemical Properties,Usage,Production

Chemical Properties

off-white crystalline powder

Synthesis

24424-99-5

134003-04-6

151907-80-1

(1R,4S)-4-Aminocyclopent-2-ene-1-carboxylic acid (130 g, 1.0 mol) was dissolved in a solvent mixture of water (250 mL) and THF (750 mL) and sodium bicarbonate (170 g, 2.0 mol) was added. After stirring for 30 minutes, solid di-tert-butyl dicarbonate (230 g, 1.05 mol) was slowly added. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the insoluble material was removed by filtration and THF was removed by evaporation.The residue was cooled to 0 °C and the pH was adjusted to 3 by slow addition of aqueous 2N HCl (ca. 500 mL).The precipitated white solid was collected by filtration, washed with water, and dried under vacuum overnight to afford (1R,4S)-4-((tert-butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid (230 g, 100%). The product was characterized by 1H NMR (400 MHz, CD3OD): δ 5.95 (m, 1H), 5.79 (m, 1H), 4.80 (br s, 1H), 3.45 (m, 1H), 2.50 (m, 1H), 1.79 (m, 1H), 1.44 (s, 9H).

References

[1] Patent: WO2004/76411, 2004, A2. Location in patent: Page 27-28
[2] Patent: WO2003/93231, 2003, A2. Location in patent: Page/Page column 55-56
[3] Patent: US2007/155731, 2007, A1. Location in patent: Page/Page column 27
[4] Patent: US2007/155731, 2007, A1. Location in patent: Page/Page column 35
[5] Patent: WO2005/110409, 2005, A2. Location in patent: Page/Page column 30

(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID manufacturers

Career Henan Chemica Co
Product
(+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID 151907-80-1
Price
US $17.00/g
Min. Order
1g
Purity
95%
Supply Ability
1KG
Release date
2020-10-28

151907-80-1, (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACIDRelated Search:


  • (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
  • (1S,4R)-N-BOC-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID
  • (1S,4R)-N-TERT-BUTOXYCARBONYL-1-AMINO-2-CYCLOPENTENE-4-CARBOXYLIC ACID
  • (1R,4S)-(+)-4-(BOC-AMINO)-2-CYCLOPENTENE -1-CARBOXYLIC ACID 98+%
  • (+)-(1R,4S)-N-Boc-g-homocycloleu-2-ene
  • (1S,4R)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylic acid, 98% ee
  • (1R,4S)-Boc-4-aminocyclopent-2-ene-carboxylic acid
  • (1R,4S)-4-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-cyclopent-2-enecarboxylic acid
  • cis-N-tert-Butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid
  • (1R,4S)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid
  • (1R,4S)-4-Boc-aMino-cyclopent-2-enecarboxylic acid
  • (+)-(1R,4S)-N-Butoxycarbonyl-4-aMinocyclopent-2-enecarboxylic acid
  • BOC-L-ACPEC
  • (1R,4S)<WBR>-<WBR>(+)<WBR>-<WBR>4-<WBR>(Boc-<WBR>aMino)<WBR>-<WBR>2-<WBR>cyclopentene-<WBR>1-<WBR>carboxylic acid
  • Cis-(1R,4S)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid
  • (+)-(1R,4S)-N-(Tert-Butoxy)Carbonyl 4-Aminocyclopent-2-enecarboxylic acid
  • (+)-(1R,4S)-Boc-g-Homocycloleu-2-ene
  • (1R,4S)-4-{[(2,2-dimethylpropanoyl)oxy]amino}cyclopent-2-ene-1-carboxylic acid
  • (1R,4S)-4-tert-Boc-amino-cyclopent-2-enecarboxylic acid
  • 4S)-(+)-4-(BOC-AMINO)-2-CYCLOPENTENE-1-CARBOXYLIC ACID
  • 4S)-N-T-BUTOXYCARBONYL-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID
  • Boc-L-PEC
  • 2-Cyclopentene-1-carboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,4S)-
  • (1S,4R)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylicaci
  • (+)-(1R,4S)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID USP/EP/BP
  • (+)-(1R,4S)-4-[(t-Butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid
  • Peramivir impurities9
  • (1R,4S)-4-(Boc-amino)-2-cyclopentenecarboxylic Acid
  • (1R,4S)-4-(Boc-amino)cyclopent-2-ene-1-carboxylic acid
  • (1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid
  • (+)-(1R,4S)-N-Boc-4-Aminocyclopent-2-enecarboxylic acid
  • 151907-80-1
  • Alicyclic Amino Acids
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Unusual amino acids
  • Alicyclic Amino Acids
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives