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

Base Information

• Chemical Name: Carbamic acid, [(1S,2R)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 445479-01-6
• Molecular Formula: C10H20 N2 O2
• Molecular Weight: 200.281
• Mol file: 445479-01-6.mol

Synonyms:Carbamicacid, [(1S,2R)-2-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI); ((1S,2R)-2-Aminocyclopentyl)carbamicacid tert-butyl ester;(1S,2R)-1-[N-(t-Butoxycarbonyl)amino]-2-cyclopentanamine; tert-ButylN-((2R,1S)-2-aminocyclopentyl)carbamate

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

Chemical Property:

• Boiling Point: 304.2±31.0 °C(Predicted)
• PKA: 12.25±0.40(Predicted)
• PSA: 64.35000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 2.48210
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

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

There total 16 articles about Carbamic acid, [(1S,2R)-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: 65.0%

→ (1R,2S)-2-tert-Butoxycarbonylaminocyclopentylamine (445479-01-6,1193388-07-6,365996-21-0)

Guidance literature:

With pyridine; dimethyl disulfate; In dichloromethane; at 0 ℃; for 2h;

With sodium azide; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 4h;

With triphenylphosphine; In tetrahydrofuran; water; at 50 ℃; for 2h;

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

Reference yield: 30.0%

tert-butyl (+/-)-cis-(2-aminocyclopentyl)carbamate (365996-19-6,1193388-07-6,365996-21-0) + ethyl acetate (141-78-6) → 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 Candida antarctica polyacrylamide-immobilized lipase B, Novozyme SP-435; at 28 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/ol101378k

upstream raw materials:

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

(1S, 2S)-2-benzyloxy-cyclopentyl-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

(1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol