Carbamic acid, [(1R,2S)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [(1R,2S)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 721395-15-9
• Molecular Formula: C10H20 N2 O2
• Molecular Weight: 200.281
• Mol file: 721395-15-9.mol

Synonyms:((1R,2S)-2-Aminocyclopentyl)carbamicacid tert-butyl ester

Chemical Property of Carbamic acid, [(1R,2S)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Vapor Pressure: 0.000889mmHg at 25°C
• Refractive Index: 1.489
• Boiling Point: 304.2°C at 760 mmHg
• Flash Point: 137.8°C
• PSA: 64.35000
• Density: 1.04g/cm³
• LogP: 2.48210
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

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

(1R,2S)-2-Amino-1-(N-boc-amino)cyclopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1R,2S)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)

There total 11 articles about Carbamic acid, [(1R,2S)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI) 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: 98.0%

(1S,2R)-2-(N-tert-butoxycarbonylamino)-1-azidocyclopentane (721395-14-8) → (1S,2R)-2-(N-t-butyloxycarbonylamino)-1-aminocyclopentane (721395-15-9,1193388-07-6,365996-21-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; at 20 ℃; for 3.5h; under 1810.02 - 2068.59 Torr;

DOI:10.1021/jo049442+

Reference yield: 90.0%

→ tert-butyl (1S,2R)-[(2-acetylamino)cyclopentyl]carbamate (1205616-17-6) + (1S,2R)-2-(N-t-butyloxycarbonylamino)-1-aminocyclopentane (721395-15-9,1193388-07-6,365996-21-0)

Guidance literature:

Reference yield: 54.0%

tert-butyl (+/-)-cis-(2-aminocyclopentyl)carbamate (365996-19-6,1193388-07-6,365996-21-0) + 1-phenylethyl acetate (93-92-5,50373-55-2) → (R)-1-phenylethanol (1517-69-7) + tert-butyl (1S,2R)-[(2-acetylamino)cyclopentyl]carbamate (1205616-17-6) + (1S,2R)-2-(N-t-butyloxycarbonylamino)-1-aminocyclopentane (721395-15-9,1193388-07-6,365996-21-0) + (1R,2S)-2-tert-Butoxycarbonylaminocyclopentylamine (445479-01-6,1193388-07-6,365996-21-0)

Guidance literature:

With triethylamine; In tert-butyl methyl ether; at 50 ℃; for 216h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/ol101378k

upstream raw materials:

(1S,2R)-2-(N-tert-butoxycarbonylamino)-1-azidocyclopentane

(1R,2R)-trans-2-azidocyclopentanol

(1R,2R)-trans-2-(tertbutoxycarbonylamino)cyclopentanol

(1R,2R)-2-(N-t-butyloxycarbonylamino)-cyclopentan-1-methyl sulfonate

Refernces

• 1、 Quijada, F. Javier,Gotor, Vicente,Rebolledo, Francisca. "Enzymatic dynamic kinetic resolution of (±)-cis-N-(Alkoxycarbonyl) cyclopentane-1,2-diamines based on spontaneous racemization". supporting information; experimental part. p. 3602 - 3605. Retrieved 2010/11/05.
• 2、 Govindaraju,Kumar, Vaijayanti A,Ganesh, Krishna N. "cis-Cyclopentyl PNA (cpPNA) as constrained chiral PNA analogues: stereochemical dependence of DNA/RNA hybridization.". . p. 860 - 861. Retrieved 2007/10/03.