tert-Butyl propylcarbamate

Base Information

• Chemical Name: tert-Butyl propylcarbamate
• CAS No.: 105678-25-9
• Molecular Formula: C8H17 N O2
• Molecular Weight: 159.228
• DSSTox Substance ID: DTXSID70557576
• Nikkaji Number: J406.005I
• Wikidata: Q82439525
• Mol file: 105678-25-9.mol

Synonyms:tert-Butyl propylcarbamate;105678-25-9;tert-butyl N-propylcarbamate;t-Butyl propylcarbamate;tert-Butylpropylcarbamate;SCHEMBL61208;Carbamic acid, propyl-, 1,1-dimethylethyl ester (9CI);DTXSID70557576;MFCD20763435;AKOS012456138;CS-0335500

Chemical Property of tert-Butyl propylcarbamate

Chemical Property:

• PSA: 41.82000
• LogP: 2.12550
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 159.125928785
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

97% ^*data from raw suppliers

tert-ButylPropylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(=O)OC(C)(C)C
• Uses: tert-Butyl Propylcarbamate is an intermediate used in the synthesis of 2-Oxo-3-hydroxy-N-methyl-N-propyl D-Lysergamide-d3 (O856883), which is a labeled analogue of 2-Oxo-3-hydroxy-N-methyl-N-propyl D-Lysergamide (O856880), a major metabolite of Lysergamide (L487990) used as internal standard.

Technology Process of tert-Butyl propylcarbamate

There total 20 articles about tert-Butyl propylcarbamate 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: 97.0%

propylamine (107-10-8,42939-71-9) + tert-butyl pyridin-2-yl carbonate (89985-91-1) → propylcarbamic acid tert-butyl ester (105678-25-9)

Guidance literature:

In dichloromethane; for 0.25h; Ambient temperature;

DOI:10.1246/bcsj.58.3570

Reference yield: 96.0%

propylamine (107-10-8,42939-71-9) + di-tert-butyl dicarbonate (24424-99-5) → propylcarbamic acid tert-butyl ester (105678-25-9)

Guidance literature:

In neat (no solvent); at 80 ℃; for 0.166667h; chemoselective reaction; Green chemistry;

DOI:10.1007/s11164-016-2702-9

Reference yield: 94.0%

Propyl isocyanate (110-78-1) + tert-butyl alcohol (75-65-0) → propylcarbamic acid tert-butyl ester (105678-25-9)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1055/s-1991-26575

upstream raw materials:

propylamine

tert-butyl pyridin-2-yl carbonate

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

Propyl isocyanate

Downstream raw materials:

N-propanoyl-1,1-dimethylethyl carbamate

t-butyl benzyl(propyl)carbamate

N-(tert-butyloxycarbonyl)-N',N'-[bis(2-pyridilmethyl)ethane-1,2-diamine]