tert-Butyl ((3-hydroxycyclopentyl)methyl)carbamate

Base Information

• Chemical Name: tert-Butyl ((3-hydroxycyclopentyl)methyl)carbamate
• CAS No.: 1007306-65-1
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• DSSTox Substance ID: DTXSID40696840
• Mol file: 1007306-65-1.mol

Synonyms:tert-Butyl ((3-hydroxycyclopentyl)methyl)carbamate;tert-Butyl [(3-hydroxycyclopentyl)methyl]carbamate;tert-Butyl N-{[(1S,3R)-rel-3-hydroxycyclopentyl]methyl}carbamate;tert-Butyl N-{[(1S,3S)-rel-3-hydroxycyclopentyl]methyl}carbamate;SCHEMBL17235806;DTXSID40696840;1007306-65-1;EN300-6201497;TERT-BUTYL N-[(3-HYDROXYCYCLOPENTYL)METHYL]CARBAMATE;1260796-43-7

Chemical Property of tert-Butyl ((3-hydroxycyclopentyl)methyl)carbamate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

(3-Hydroxy-cyclopentylmethyl)-carbamicacidtert-butylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1CCC(C1)O

Technology Process of tert-Butyl ((3-hydroxycyclopentyl)methyl)carbamate

There total 17 articles about tert-Butyl ((3-hydroxycyclopentyl)methyl)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: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-(aminomethyl)cyclopentanol (116649-87-7,1110772-09-2,1201787-06-5,946826-76-2) → tert-butyl (3-hydroxycyclopentyl)methylcarbamate (1260796-43-7,1007306-65-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 66.0%

di-tert-butyl dicarbonate (24424-99-5) + cis-3-(aminomethyl)cyclopentan-1-ol (1110772-09-2,1201787-06-5,946826-76-2) → N-Boc cis-3-(aminomethyl)cyclopentan-1-ol (1007306-65-1)

Guidance literature:

With triethylamine; In methanol; at 50 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00596-7

Reference yield: 30.0%

(+/-)-tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate → tert-butyl (3-hydroxycyclopentyl)methylcarbamate (1260796-43-7,1007306-65-1) + 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (198835-03-9,198835-07-3,1932042-59-5) + 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (1099570-25-8,198835-02-8,198835-05-1,207405-59-2)

Guidance literature:

(+/-)-tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate; With sodium tetrahydroborate; dimethyl sulfate; In tetrahydrofuran; at 30 - 40 ℃; for 3h; Inert atmosphere;

With dihydrogen peroxide; potassium hydroxide; In water; at 20 ℃; for 0.666667h;

DOI:10.1080/00397911003707196

upstream raw materials:

tert-butyl cyclopent-3-enylmethylcarbamate

di-tert-butyl dicarbonate

(cyclopent-3-ene)methylamine

cis-3-(aminomethyl)cyclopentan-1-ol