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(1S,2S)-(+)-2-Benzyloxycyclopentylamine is an important organic intermediate with significant applications across various industries due to its unique chemical properties and reactivity. It is particularly valuable in stereoselective organic synthesis, where it can be utilized as a resolving agent, building block, or chiral auxiliary, contributing to the development of enantiomerically pure compounds.

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  • 181657-57-8 Structure
  • Basic information

    1. Product Name: (1S,2S)-(+)-2-Benzyloxycyclopentylamine
    2. Synonyms: (1S,2S)-(+)-2-BENZYLOXYCYCLOPENTYLAMINE;(1S,2S)-2-BENZYLOXYCYCLOPENTYLAMINE;(1S-TRANS)-2-(PHENYLMETHOXY)CYCLOPENTANEAMINE;(1S,2S)-1-Amino-2-benzyloxycyclopentane~(1S-trans)-2-(Phenylmethoxy)cyclopentanamine;(1s,2s)-1-amino-2-benzyloxycyclopentane;(1s-trans)-2-(phenylmethoxy)cyclopentanamine;(1S,2S)-(+)-2-BENZYLOXYCYCLOPENTYLAMINE: CHIPROS 99%, EE 99%;(1S,2S)-(+)-2-BENZYLOXYCYCLOPENTYLAMINE, CHIPROS 99+%, EE 99
    3. CAS NO:181657-57-8
    4. Molecular Formula: C12H17NO
    5. Molecular Weight: 191.27
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 181657-57-8.mol
  • Chemical Properties

    1. Melting Point: 23℃
    2. Boiling Point: 90-93°C 0,2mm
    3. Flash Point: >110°C
    4. Appearance: /
    5. Density: 0.983
    6. Vapor Pressure: 0.002mmHg at 25°C
    7. Refractive Index: 1.5305
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 10.11±0.40(Predicted)
    11. Water Solubility: Not miscible or difficult to mix in water.
    12. Sensitive: Air Sensitive
    13. BRN: 9554058
    14. CAS DataBase Reference: (1S,2S)-(+)-2-Benzyloxycyclopentylamine(CAS DataBase Reference)
    15. NIST Chemistry Reference: (1S,2S)-(+)-2-Benzyloxycyclopentylamine(181657-57-8)
    16. EPA Substance Registry System: (1S,2S)-(+)-2-Benzyloxycyclopentylamine(181657-57-8)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 34-21/22
    3. Safety Statements: 26-36/37/39-45
    4. RIDADR: 2735
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: 8
    8. PackingGroup: III
    9. Hazardous Substances Data: 181657-57-8(Hazardous Substances Data)

181657-57-8 Usage

Uses

Used in Agrochemical Industry:
(1S,2S)-(+)-2-Benzyloxycyclopentylamine is used as a key intermediate for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in this industry is crucial for the development of effective and selective compounds that can target specific pests or weeds without causing harm to the environment or non-target organisms.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1S,2S)-(+)-2-Benzyloxycyclopentylamine is employed as a building block or chiral auxiliary in the synthesis of enantiomerically pure drugs. The importance of chirality in drug development cannot be overstated, as the efficacy and safety of a drug can be highly dependent on its stereochemistry. This organic intermediate helps in the creation of drugs with improved pharmacological properties and reduced side effects.
Used in Dyestuff Industry:
(1S,2S)-(+)-2-Benzyloxycyclopentylamine is also used in the dyestuff industry for the production of chiral dyes and pigments. These chiral compounds can exhibit unique color properties and are valuable in various applications, such as in the textile industry for the creation of vibrant and long-lasting colors, as well as in the development of advanced materials with specific optical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 181657-57-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,1,6,5 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 181657-57:
(8*1)+(7*8)+(6*1)+(5*6)+(4*5)+(3*7)+(2*5)+(1*7)=158
158 % 10 = 8
So 181657-57-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H17NO/c13-11-7-4-8-12(11)14-9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9,13H2/t11-,12-/m0/s1

181657-57-8 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (L17018)  (1S,2S)-(+)-2-Benzyloxycyclopentylamine, ChiPros 99+%, ee 99%   

  • 181657-57-8

  • 1g

  • 467.0CNY

  • Detail
  • Alfa Aesar

  • (L17018)  (1S,2S)-(+)-2-Benzyloxycyclopentylamine, ChiPros 99+%, ee 99%   

  • 181657-57-8

  • 5g

  • 1728.0CNY

  • Detail
  • Aldrich

  • (726494)  (1S,2S)-1-Amino-2-benzyloxycyclopentane  ChiPros®, produced by BASF, ≥99%

  • 181657-57-8

  • 726494-5G

  • 1,564.29CNY

  • Detail
  • Aldrich

  • (671649)  (1S,2S)-1-Amino-2-benzyloxycyclopentane  98%

  • 181657-57-8

  • 671649-250MG

  • 613.08CNY

  • Detail
  • Aldrich

  • (671649)  (1S,2S)-1-Amino-2-benzyloxycyclopentane  98%

  • 181657-57-8

  • 671649-1G

  • 1,745.64CNY

  • Detail

181657-57-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (1S,2S)-2-phenylmethoxycyclopentan-1-amine

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:181657-57-8 SDS

181657-57-8Relevant articles and documents

Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

Liardo, Elisa,Ríos-Lombardía, Nicolás,Morís, Francisco,Rebolledo, Francisca,González-Sabín, Javier

, p. 4768 - 4774 (2017/07/24)

A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, ω-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered β-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

Method For Producing O-Alkylated Cyclic Aminoalcohols

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Page/Page column 3, (2009/01/20)

A process for preparing O-alkylated amino alcohols of the formula (I) by reacting N-unsubstituted or N-monosubstituted amino alkoxide salts with alkyl halides, the amino alkoxide salts being formed by means of alkoxides

COMBINATION OF BENZOTHIAZOL-2-ONE BETA2 ADRENOCEPTOR AGONISTS AND CORTICOSTEROIDS FOR THE TREATMENT OF RESPIRATORY DISEASES

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Page/Page column 30, (2010/02/13)

A medicament comprising, separately or together, (A) a compound of Formula (I) in free or salt or solvate form, wherein X has the meaning as indicated in the specification; and (B) a corticosteroid, for simultaneous, sequential or separate administration in the treatment of an inflammatory obstructive airways disease, the molar ratio of (A) to (B) being from 100:1 to 1:300.

BENZOTHIAZOLE DERIVATIVES HAVING BETA-2-ADRENORECEPTOR AGONIST ACTIVITY

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Page 41, (2008/06/13)

Compounds of Formula (I) in free or salt or solvate form, wherein X has the meaning indicated in the specification, are useful for treating conditions that are prevented or alleviated by activation of the ?2-adrenoreceptor. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

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