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

Base Information

• Chemical Name: tert-butyl N-[(1S,2S)-2-aminocyclopropyl]carbamate
• CAS No.: 265987-99-3
• Molecular Formula: C₈H₁₆N₂O₂
• Molecular Weight: 172.227
• European Community (EC) Number: 821-890-4
• Nikkaji Number: J2.135.276D
• Mol file: 265987-99-3.mol

Synonyms:847268-25-1;tert-butyl N-[(1S,2S)-2-aminocyclopropyl]carbamate;tert-Butyl ((1S,2S)-2-aminocyclopropyl)carbamate;265987-99-3;(1S, 2S)-(2-Amino-cyclopropyl)-carbamic acid tert-butyl ester;SCHEMBL20783426;AKOS026740728;AT21600;CS-0242155;EN300-135271;F98014;TERT-BUTYL (TRANS-2-AMINOCYCLOPROPYL)CARBAMATE;Rac-tert-butyl n-[(1r,2r)-2-aminocyclopropyl]carbamate, trans

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

Chemical Property:

• Boiling Point: 266.8±29.0 °C(Predicted)
• PKA: 12.31±0.40(Predicted)
• PSA: 64.35000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.70190
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 172.121177757
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CC1N
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1C[C@@H]1N

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

There total 5 articles about tert-butyl N-[(1S,2S)-2-aminocyclopropyl]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%

(+/-)-(trans)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine → (+/-)-(trans)-N-tert-butyloxycarbonyl-1,2-cyclopropanediamine (265987-99-3,265988-00-9,1395492-00-8)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(99)00281-3

Reference yield: 63.0%

(+/-)-(cis)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine (68979-49-7) → (+/-)-(cis)-N-tert-butyloxycarbonyl-1,2-cyclopropanediamine (265987-99-3,265988-00-9,1395492-00-8)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(99)00281-3

Reference yield: 45.0%

(-)-(1S,2S)-di(tert-butoxycarbonylamino)cyclopropane (847268-24-0) → (-)-(1S,2S)-N-mono(tert-butoxycarbonylamino)cyclopropanediamine (847268-25-1,265987-99-3,265988-00-9,1395492-00-8)

Guidance literature:

With trifluoroacetic acid; In diethyl ether; for 12h;

DOI:10.1016/j.tetlet.2004.12.061

upstream raw materials:

di-tert-butyl dicarbonate

(trans)-cyclopropane-1,2-diamine dihydrochloride

(+/-)-(cis)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine

(-)-(1S,2S)-di(tert-butoxycarbonylamino)cyclopropane