(1S,2S)-1-Amino-2-benzyloxycyclopentane

Base Information

• Chemical Name: (1S,2S)-1-Amino-2-benzyloxycyclopentane
• CAS No.: 181657-57-8
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.273
• European Community (EC) Number: 623-933-0
• DSSTox Substance ID: DTXSID50474550
• Wikidata: Q72442233
• Mol file: 181657-57-8.mol

Synonyms:181657-57-8;(1S,2S)-1-Amino-2-benzyloxycyclopentane;(1S,2S)-2-(Benzyloxy)cyclopentanamine;(1S,2S)-(+)-2-BENZYLOXYCYCLOPENTYLAMINE;(1S,2S)-2-BENZYLOXYCYCLOPENTYLAMINE;(1S,2S)-2-phenylmethoxycyclopentan-1-amine;Cyclopentanamine, 2-(phenylmethoxy)-, (1S,2S)-;(1S,2S)-trans-2-Benzyloxycyclopentylamine;(1S)-trans-2-(Phenylmethoxy)cyclopentanamine;(1S,2S)-2-(BENZYLOXY)CYCLOPENTAN-1-AMINE;SCHEMBL354350;DTXSID50474550;JIMSXLUBRRQALI-RYUDHWBXSA-N;MFCD01075751;(1S,25)-2-benzyloxycyclopentylamine;(1S, 2S)-2-benzyloxycyclopentylamine;(1S,2S)-2-Benzyloxy-cyclopentylamine;(1S,2S)-2-benzyloxycyclopentyl-amine;(1S, 2S)-2-benzyloxycyclopentyl-amine;BP-12371;(1S, 2S)-(+)-2-benzyloxycyclopentylamine;(1s,2s)-2-(benzyloxy)cyclopentane-1-amine;CS-0357101;(1S,2S)-1-Amino-2-benzyloxycyclopentane, 98%;(1S-trans)-2-(Phenylmethoxy) cyclopentaneamine;A880979;J-011610;(1S,2S)-1-Amino-2-benzyloxycyclopentane, ChiPros(R), produced by BASF, >=99%;(1S,2S)-1-Amino-2-benzyloxycyclopentane~(1S-trans)-2-(Phenylmethoxy)cyclopentanamine;(1S-trans)-2-(Phenylmethoxy)cyclopentaneamine

Chemical Property of (1S,2S)-1-Amino-2-benzyloxycyclopentane

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 23℃
• Refractive Index: 1.5305
• Boiling Point: 287.605 °C at 760 mmHg
• PKA: 10.11±0.40(Predicted)
• Flash Point: 123.914 °C
• PSA: 35.25000
• Density: 1.056 g/cm³
• LogP: 2.78330
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1S,2S)-2-Benzyloxycyclopentylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)OCC2=CC=CC=C2)N
• Isomeric SMILES: C1C[C@@H]([C@H](C1)OCC2=CC=CC=C2)N
• Uses: (1S,2S)-(+)-2-Benzyloxycyclopentylamine is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. Chiral amines play an important role in stereoselective organic synthesis. They are used directly as resolving agents, building blocks or chiral auxiliaries.

Technology Process of (1S,2S)-1-Amino-2-benzyloxycyclopentane

There total 5 articles about (1S,2S)-1-Amino-2-benzyloxycyclopentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(trans)-2-aminocyclopentan-1-ol + benzyl chloride (100-44-7) → 2-benzyloxycyclopentylamine (181657-56-7,404028-21-3,796038-32-9,181657-57-8)

Guidance literature:

(trans)-2-aminocyclopentan-1-ol; With potassium tert-butylate; In tetrahydrofuran; at 60 ℃;

benzyl chloride; In tetrahydrofuran; at 60 ℃; for 4h;

Reference yield:

(1S,2R)-2-(2-benzyloxy-cyclopentyl)-isoindole-1,3-dione (663926-34-9) → (1S,2R)-2-benzyloxy-cyclopentylamine (181657-56-7,404028-21-3,796038-32-9,181657-57-8)

Guidance literature:

With acetic acid; hydrazine; In ethanol; for 2h; Heating / reflux;

Reference yield:

rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol (113625-73-3) → (+/-)-trans-2-benzyloxycyclopentylamine (181657-56-7,404028-21-3,796038-32-9,181657-57-8)

Guidance literature:

rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol; With sodium hypochlorite; 2-azaadamantane-N-oxyl; In water; for 1h; pH=8.9;

With pyridoxal 5'-phosphate; isopropylamine; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=11.5; stereoselective reaction;

DOI:10.1021/acscatal.7b01543

upstream raw materials:

(1S,2R)-2-(2-benzyloxy-cyclopentyl)-isoindole-1,3-dione

(1R,2S)-2-(2-hydroxy-cyclopentyl)-isoindole-1,3-dione

benzyl chloride

rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol

Downstream raw materials:

C₁₄H₁₉NO₂

C₁₄H₁₆⁽²⁾H₃NO₂

Refernces

• 1、 -. "Method For Producing O-Alkylated Cyclic Aminoalcohols". Page/Page column 3. . Retrieved 2009/01/20.
• 2、 -. "BENZOTHIAZOLE DERIVATIVES HAVING BETA-2-ADRENORECEPTOR AGONIST ACTIVITY". Page 41. . Retrieved 2008/06/13.