tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
• CAS No.: 155837-14-2
• Molecular Formula: C10H19NO3
• Molecular Weight: 201.26300
• European Community (EC) Number: 624-508-2,852-607-2
• DSSTox Substance ID: DTXSID60435632
• Wikidata: Q72483653
• Mol file: 155837-14-2.mol

Synonyms:145106-43-0;(1S,2S)-trans-N-Boc-2-aminocyclopentanol;tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate;tert-Butyl ((1S,2S)-2-hydroxycyclopentyl)carbamate;tert-butyl (1S,2S)-2-hydroxycyclopentylcarbamate;trans-(2-Hydroxy-cyclopentyl)-carbamic acid tert-butyl ester;(1S,2S)-2-(Boc-amino)cyclopentanol;155837-14-2;tert-Butyl [(1S,2S)-2-hydroxycyclopentyl]carbamate;MFCD11656038;MFCD09261430;SCHEMBL56746;tert-Butyl((1S,2S)-2-hydroxycyclopentyl)carbamate;tert-Butyl N-[(1S,2S)-2-hydroxycyclopentyl]-carbamate;AMY1204;DTXSID60435632;CGZQRJSADXRRKN-YUMQZZPRSA-N;AKOS016843346;CS-0039168;EN300-60738;(1S,2S)-1-(Boc-amino)-2-hydroxycyclopentane;P17090;(1S,2S)-trans-N-Boc-2-aminocyclopentanol, 99%;J-500438;t-Butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate;Carbamic acid, N-[(1S,2S)-2-hydroxycyclopentyl]-, 1,1-dimethylethyl ester

Chemical Property of tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate

Chemical Property:

• Melting Point: 103 °C
• Boiling Point: 320.8±31.0 °C(Predicted)
• PKA: 12.09±0.40(Predicted)
• PSA: 58.56000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.81540
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.13649347
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

95% ^*data from raw suppliers

tert-butyl((1R,2R)-2-Hydroxycyclopentyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCC1O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCC[C@@H]1O

Technology Process of tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate

There total 55 articles about tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate 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: 99.0%

(1S, 2S)-2-benzyloxy-cyclopentyl-carbamic acid tert-butyl ester (445479-00-5) → (1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol (145106-43-0,1330069-67-4,155837-14-2)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In ethanol; for 4h; under 1292.9 Torr;

Reference yield: 97.76%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-2-aminocyclopentanol hydrochloride (68327-04-8) → (1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol (145106-43-0,1330069-67-4,155837-14-2)

Guidance literature:

With triethylamine; In methanol; for 22h;

Reference yield: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + (±)-trans-2-aminocyclopentanol hydrochloride (31775-67-4) → trans-N-(2-hydroxycyclopentyl)carbamic acid tert-butyl ester (1330069-67-4,155837-14-2)

Guidance literature:

With triethylamine; In methanol; at 0 - 20 ℃;

DOI:10.1002/anie.201711828

upstream raw materials:

di-tert-butyl dicarbonate

(1S,2S)-2-aminocyclopentanol

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

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

Downstream raw materials:

(S)-N-tert-butoxycarbonyl-2-aminocyclopentanone

tert-butyl rac-trans-(2-aminocyclopentyl)carbamate

trans-2-aminocyclopentanol

tert-butyl (+/-)-cis-(2-aminocyclopentyl)carbamate