ChemicalBook > CAS DataBase List > N-1-Boc-amino-3-cyclopentene

N-1-Boc-amino-3-cyclopentene

Product Name
N-1-Boc-amino-3-cyclopentene
CAS No.
193751-54-1
Chemical Name
N-1-Boc-amino-3-cyclopentene
Synonyms
N-1-Boc-amino-3-cyclopenten;N-1-BOC-AMINO-3-CYCLOPENTENE;1-N-BOC-AMINO-3-CYCLOPENTENE;1-(Boc-aMino)-3-cyclopentene;tert-Butyl 3-cyclopentenylcarbaMate;tert-Butyl cyclopent-3-enylcarbamate;tert-Butyl cyclopent-3-en-1-ylcarbaMate;tert-butyl N-cyclopent-3-en-l-ylcarbamate;tert-Butyl N-(1-cyclopent-3-enyl)carbamate;tert-butyl N-(cyclopent-3-en-1-yl)carbaMate
CBNumber
CB4760630
Molecular Formula
C10H17NO2
Formula Weight
183.25
MOL File
193751-54-1.mol
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N-1-Boc-amino-3-cyclopentene Property

Boiling point:
268.9±20.0 °C(Predicted)
Density 
1.01±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
12.37±0.20(Predicted)
form 
solid
color 
Yellow
CAS DataBase Reference
193751-54-1(CAS DataBase Reference)
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HS Code 
2924297099
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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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
B617700
Product name
N-1-Boc-amino-3-cyclopentene
Packaging
1g
Price
$165
Updated
2021/12/16
Usbiological
Product number
262904
Product name
N-1-Boc-amino-3-cyclopentene
Packaging
500mg
Price
$468
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18920
Product name
N-1-Boc-amino-3-cyclopentene
Packaging
2g
Price
$495.5
Updated
2021/12/16
Apolloscientific
Product number
OR301010
Product name
1-(N-Boc-amino)-3-cyclopentene
Purity
98%
Packaging
5g
Price
$496
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18920
Product name
N-1-Boc-amino-3-cyclopentene
Packaging
500mg
Price
$155
Updated
2021/12/16
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N-1-Boc-amino-3-cyclopentene Chemical Properties,Usage,Production

Uses

N-1-Boc-amino-3-cyclopentene is a cyclopentenamine with a protecting group used to explore the feasibility of using small molecules to functionalize Si surfaces with primary amine groups for DNA attachment.

Synthesis

1018908-86-5

193751-54-1

GENERAL STEPS: To a three-necked round-bottomed flask cooled in an ice-water bath was added an anhydrous tetrahydrofuran (THF, 10 mL) solution of triphenylphosphine (Ph3P, 0.015 mol), followed by an anhydrous THF (10 mL) solution of 3-cyclopenten-1-ol (II, 0.012 mol) and an anhydrous THF (0.015 mol) solution of N-Boc-ethyl oxalate ( 10 mL) solution. Diethyl azodicarboxylate (DEAD, 0.015 mol) was slowly added dropwise to the above mixture. The reaction mixture was stirred at 0°C for 2 hours, followed by continuing the reaction at room temperature for 48 hours. Upon completion of the reaction, the solvent was removed by reduced pressure distillation and the residue was dissolved in dichloromethane (CH2Cl2, 30 mL) and washed sequentially with water and brine (20 mL x 3). The solvent was again removed by reduced pressure distillation and the residue was purified by column chromatography (silica gel, 100% dichloromethane) to afford a mixture of ethyl (tert-butoxycarbonyl-cyclopent-3-enyl-amino)-oxo-acetate and N-Boc-ethylcarbamate, which was used for the next reaction without further purification. The above crude product (3.80 g) was dissolved in THF (35 mL), cooled in an ice-water bath and stirred, and a solution of lithium hydroxide (LiOH, 0.0765 mol) in water (35 mL) was slowly added. The mixture was continued to be stirred in an ice-water bath for 3 hours. Upon completion of the reaction, the organic material was extracted with dichloromethane (30 mL x 3), the organic layers were combined and washed with brine (30 mL x 2), and the solvent was subsequently removed by distillation under reduced pressure. The residue was purified by column chromatography (silica gel, 100% dichloromethane) to give white crystals of the pure product in 53% yield.

References

[1] Patent: WO2005/26111, 2005, A2. Location in patent: Page/Page column 20
[2] Patent: WO2008/42353, 2008, A1. Location in patent: Page/Page column 24
[3] Patent: WO2008/42353, 2008, A1. Location in patent: Page/Page column 24

N-1-Boc-amino-3-cyclopentene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-1-Boc-amino-3-cyclopentene manufacturers

Career Henan Chemical Co
Product
N-1-Boc-amino-3-cyclopentene 193751-54-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-12-23

193751-54-1, N-1-Boc-amino-3-cyclopenteneRelated Search:


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  • 193751-54-1
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  • C10H17NO2
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