ChemicalBook > CAS DataBase List > (+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID

(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID

Product Name
(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID
CAS No.
261165-05-3
Chemical Name
(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID
Synonyms
BOC-(1S,3R)-3-Aminocyclopentanecarboxylic acid;(+)-(1S,3R)-N-Boc-b-homocycloleucine;(+)-(1S,3R)-N-Boc-β-Homocycloleucine;(+)-(1S,3R)-N-BOC-BETA-HOMOCYCLOLEUCINE;(1S,3R)-Boc-3-aminocyclopentane-1carboxylicaci;(1S,3R)-Boc-3-aminocyclopentane-1 carboxylic acid;(1R,3S)-N-BOC-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID;(1S,3R)-3-[N-BOC-Amino]cyclopentane-carboxylic acid;(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID;(1S,3R)-(+)-3-(BOC-AMINO)CYCLOPENTANECARBOXYLIC ACID
CBNumber
CB8441571
Molecular Formula
C11H19NO4
Formula Weight
229.27
MOL File
261165-05-3.mol
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(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID Property

Melting point:
35-49 °C
Boiling point:
371.18°C (rough estimate)
Density 
1.1482 (rough estimate)
refractive index 
1.4490 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
slightly sol. in Methanol
pka
4.62±0.40(Predicted)
form 
Powder or Chunks
color 
White
optical activity
[α]/D +16.0±1°, c = 1% in methanol
InChI
InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h7-8H,4-6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1
InChIKey
RNJQBGXOSAQQDG-JGVFFNPUSA-N
SMILES
[C@H]1(C(O)=O)CC[C@@H](NC(OC(C)(C)C)=O)C1
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Safety

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
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

TCI Chemical
Product number
B4397
Product name
(1S,3R)-3-(tert-Butoxycarbonylamino)cyclopentanecarboxylic Acid
Purity
>95.0%(GC)(T)
Packaging
200mg
Price
$105
Updated
2024/03/01
Cayman Chemical
Product number
11406
Product name
BOC-(1S,3R)-3-Aminocyclopentanecarboxylic acid
Purity
≥95%
Packaging
50mg
Price
$85
Updated
2024/03/01
TRC
Product number
B617665
Product name
(-)-(1R,3S)-N-Boc-1-Aminocyclopentane-3-carboxylicAcid
Packaging
50mg
Price
$55
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB56208
Product name
(1S,3R)-(+)-3-(Boc-amino)cyclopentanecarboxylic acid
Packaging
100mg
Price
$65
Updated
2021/12/16
Chem-Impex
Product number
15260
Product name
(+)-(1S,3R)-N-Boc-3-aminocyclopentanecarboxylicacid,97%(HPLC)
Purity
97%(HPLC)
Packaging
100MG
Price
$67.2
Updated
2021/12/16
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(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID Chemical Properties,Usage,Production

Chemical Properties

white powder or chunks

Uses

(-)-(1R,3S)-N-Boc-1-Aminocyclopentane-3-carboxylic Acid is a reagent used in the synthesis of 3-substituted aminocyclopentanes as potent NR2B subtype-sellective NMDA antagonists in the treatment of neuropathic pain and Parkinson’s.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

151907-80-1

261165-05-3

The general procedure for the synthesis of (1S,3R)-3-((tert-butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid using (1R,4S)-4-((tert-butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid as a starting material was as follows: (1R,4S)-4-((tert-butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid (230 g, 1.0 mol) prepared in step A was hydrogenated with 10% Pd/ C catalyst (5.0 g) in 500 mL of methanol and hydrogenated on a Parr shaker at 50 psi hydrogen pressure for 1 hour. Upon completion of the reaction, the catalyst was removed by filtration followed by evaporation of the filtrate to remove the solvent. The resulting residue was dissolved in dichloromethane and dried by adding anhydrous sodium sulfate. After filtration again, the filtrate was evaporated and dried under vacuum to afford (1S,3R)-3-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid as a light yellow solid (230 g, 99% yield). Analyzed by LC-MS, the calculated value of [M+H+] for C11H19NO4 was 230 and the measured value was 230, which was as expected.

References

[1] Patent: WO2004/76411, 2004, A2. Location in patent: Page 28
[2] Patent: WO2003/93231, 2003, A2. Location in patent: Page/Page column 56
[3] Patent: US2007/155731, 2007, A1. Location in patent: Page/Page column 27; 36
[4] Patent: WO2005/110409, 2005, A2. Location in patent: Page/Page column 30
[5] Patent: WO2005/75426, 2005, A1. Location in patent: Page/Page column 28

(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID Suppliers

Shanghai HC Biotech Co., Ltd
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021-20227858
Fax
+86-21-20227857
Email
sale@hcbiotech.com.cn
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China
ProdList
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TaiChem Taizhou Limited
Tel
052386810091
Email
zcwy9518@yeah.net
Country
China
ProdList
3912
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58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
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China
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2922
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956
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0573-85285100
Email
isenchem@163.com
Country
China
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9310
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66
Nanjing Chemlin Chemical Co., Ltd
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025-83697070
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+86-25-83453306
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info@chemlin.com.cn
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China
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15883
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Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
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shchemsky@sina.com
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China
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32321
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50
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
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86-0571-85151182
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China
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5691
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View Lastest Price from (+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID 261165-05-3
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
500kg/month
Release date
2019-08-01

261165-05-3, (+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACIDRelated Search:


  • Cyclopentanecarboxylicacid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1S,3R)-
  • (+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID
  • (+)-(1S,3R)-N-BOC-BETA-HOMOCYCLOLEUCINE
  • (1S,3R)-(+)-3-(BOC-AMINO)CYCLOPENTANECARBOXYLIC ACID
  • (1R,3S)-N-TERT-BUTOXYCARBONYL-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID
  • (-)-(1R,3S)-N-ALPHA-T-BUTOXYCARBONYL-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID
  • (+)-(1R,3S)-N-BOC-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID
  • (1R,3S)-N-BOC-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID
  • (1R,3S)-N-boc-1-Aminocyclopentane-3-carboxylicacid(e.e.)
  • (1S,3R)-(+)-3-Aminocyclopentanecarboxylic acid, N-BOC protected
  • Cis-3-(N-Tert-Butoxycarbonylamino)Cyclopentanecarboxylic Acid
  • (+)-(1S,3R)-N-Boc-b-homocycloleucine
  • (1R,3s)-N-Boc-1-aminocyclopentane-3-carboxylic acid, 95%, ee:98%
  • (1R,3S)-N-BOC-1-Aminocyclopentane-3-carboxylic acid, 98% ee
  • (1R,3S)-N-BOC-1-Aminocyclopentane-3-carboxylic acid,95%,98% ee
  • (1R,3S)-N-BOC-1-Aminocyclopentane-3-carboxylic acid(1R,3S)-N-tert-Butoxycarbonyl-1-aminocyclopentane-3-carboxylic acid
  • (1S,3R)-Boc-3-aminocyclopentane-1 carboxylic acid
  • (1S,3R)-(+)-3-[(tert-Butoxycarbonyl)amino]cyclopentane-1-carboxylic acid
  • (1S,3R)-(+)-3-Aminocyclopentane-1-carboxylic acid, N-BOC protected
  • (+)-(1S,3R)-N-Boc-3-aMinocyclopentanecarboxylic acidacid
  • (1S,3R)-3-((tert-Butoxycarbonyl)aMino)cyclopentanecarboxylic acid
  • Cis(1S,3R)-3-((tert-butoxycarbonyl)aMino) cyclopentanecarboxylic acid
  • (1S,3R)-(+)-3-(Boc-amino)cyclopentanecarboxylic acid >=96.0% (HPLC)
  • (+)-(1S,3R)-N-(Tert-Butoxy)Carbonyl 3-Aminocyclopentanecarboxylic acid
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  • (1S,3R)-(+)-3-Aminocyclopentane-1-carboxylic acid, N-BOC protected 97%
  • (1S,3R)-3-(tert-Butoxycarbonylamino)cyclopentanecarboxylic Acid &gt
  • (1S,3R)-(+)-3-(Boc-amino)cyclopentanecarboxylicacid,95%
  • (1S,3R)-Boc-3-aminocyclopentane-1carboxylicaci
  • (+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID USP/EP/BP
  • (+)-(1S,3R)-3-[(t-Butoxycarbonyl)amino]cyclopentanecarboxylic acid
  • (+)-(1S,3R)-N-Boc-3-aminocyclopentanecarboxylicacidacid
  • (-)-(1R,3s)-n-boc-1-aminocyclopentane-3-carboxylic acid
  • (+)-(1S,3R)-N-Boc-β-Homocycloleucine
  • (1S,3R)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopentanecarboxylic acid
  • (+)-(1S,3R)-N-Fmoc3-aminocyclopentanecarboxylicacidacid
  • (1<i>S</i>,3<i>R</i>)-(+)-3-(Boc-amino)cyclopentanecarboxylic acid
  • (+)-(1S,3R)-N-Boc-3-Aminocyclopentanecarboxylic acid
  • (1S,3R)-3-[N-BOC-Amino]cyclopentane-carboxylic acid
  • 261165-05-3
  • Beta-Amino Acids
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Unnatural Amino Acid Derivatives
  • Unusual amino acids
  • API intermediates
  • Beta-Amino Acids
  • Peptide Synthesis