(R)-tert-Butyl (oxiran-2-ylmethyl)carbamate

Base Information

• Chemical Name: (R)-tert-Butyl (oxiran-2-ylmethyl)carbamate
• CAS No.: 149057-20-5
• Molecular Formula: C8H15 N O3
• Molecular Weight: 173.212
• Hs Code.: 2924199090
• European Community (EC) Number: 604-670-0
• DSSTox Substance ID: DTXSID90440294
• Wikidata: Q82256572
• Mol file: 149057-20-5.mol

Synonyms:149057-20-5;(R)-tert-Butyl (oxiran-2-ylmethyl)carbamate;tert-butyl N-[[(2R)-oxiran-2-yl]methyl]carbamate;(R)-tert-Butyl(oxiran-2-ylmethyl)carbamate;Carbamic acid, [(2R)-oxiranylmethyl]-, 1,1-dimethylethyl ester;tert-Butyl (R)-(oxiran-2-ylmethyl)carbamate;Carbamic acid, [(2R)-oxiranylmethyl]-, 1,1-dimethylethyl ester (9CI);tert-butyl N-{[(2R)-oxiran-2-yl]methyl}carbamate;SCHEMBL590405;DTXSID90440294;(S)-1-BOC-2,3-Oxiranylamine;ZBBGKXNNTNBRBH-ZCFIWIBFSA-N;MFCD06200796;AKOS015999451;BS-49600;CS-0132708;E78087;tert-Butyl [(2R)-oxiran-2-ylmethyl]carbamate;(r)-1-(tert-butoxycarbonyl)-2,3-oxiranylamine;EN300-1878041;(R)-1-oxiranylmethylcarbamic acid tert-butyl ester;(R)-oxiranylmethyl-carbamic acid tert-butyl ester;A900813

Chemical Property of (R)-tert-Butyl (oxiran-2-ylmethyl)carbamate

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 76-77 °C
• Refractive Index: 1.462
• Boiling Point: 262.908°C at 760 mmHg
• PKA: 12.45±0.46(Predicted)
• Flash Point: 112.803°C
• PSA: 50.86000
• Density: 1.081g/cm³
• LogP: 1.30080
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-(t-Butoxycarbonyl)-2,3-oxiranylamine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1CO1
• Isomeric SMILES: CC(C)(C)OC(=O)NC[C@@H]1CO1

Technology Process of (R)-tert-Butyl (oxiran-2-ylmethyl)carbamate

There total 17 articles about (R)-tert-Butyl (oxiran-2-ylmethyl)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%

N-tert-butoxycarbonylprop-2-en-1-amine (78888-18-3) → tert-butyl N-(2-oxiranylmethyl)carbamate (148982-76-7,149057-20-5,115198-80-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2010.06.070

Reference yield: 98.0%

tert-butyl-3-chloro-2-hydroxypropylcarbamate (570390-94-2) → tert-butyl N-(2-oxiranylmethyl)carbamate (148982-76-7,149057-20-5,115198-80-6)

Guidance literature:

With potassium fluoride supported on Celite; In acetonitrile; for 0.5h; regioselective reaction; Reflux;

DOI:10.1055/s-0030-1260961

Reference yield: 79.8%

→ tert-butyl N-(2-oxiranylmethyl)carbamate (148982-76-7,149057-20-5,115198-80-6)

Guidance literature:

upstream raw materials:

N-tert-butoxycarbonylprop-2-en-1-amine

di-tert-butyl dicarbonate

tert-butyl N-(2,3-dihydroxypropyl)carbamate

tert-butyl-3-chloro-2-hydroxypropylcarbamate

Downstream raw materials:

5,14-dibenzyl-1,18-bis(tert-butoxycarbonyl)-3,16-dihydroxy-1,5,14,18-tetraazaoctadecane

rac-1-(N-tert-Butoxycarbonylamino)-2-hydroxy-3-phenoxypropane

(S)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane

(R)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane