tert-Butyl (1-formylcyclopropyl)carbamate

Base Information

• Chemical Name: tert-Butyl (1-formylcyclopropyl)carbamate
• CAS No.: 107259-06-3
• Molecular Formula: C9H15NO3
• Molecular Weight: 185.223
• Hs Code.: 2924299090
• European Community (EC) Number: 810-709-4
• DSSTox Substance ID: DTXSID30438514
• Wikidata: Q72509757
• Mol file: 107259-06-3.mol

Synonyms:TERT-BUTYL (1-FORMYLCYCLOPROPYL)CARBAMATE;(1-Formyl-cyclopropyl)-carbamic acid tert-butyl ester;1-((pivaloyloxy)amino)cyclopropanecarbaldehyde;1-(tert-Butoxycarbonylamino)cyclopropanecarboxaldehyde;1-(tert-Butoxycarbonylamino)cyclopropanecarboxaldehyde (1-Formylcyclopropyl)carbamic acid tert-butyl ester

Chemical Property of tert-Butyl (1-formylcyclopropyl)carbamate

Chemical Property:

• Melting Point: 76.5-78.50℃
• Boiling Point: 280.708 °C at 760 mmHg
• PKA: 10.88±0.20(Predicted)
• Flash Point: 123.568 °C
• PSA: 55.40000
• Density: 1.102 g/cm³
• LogP: 1.63350
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(1-Formylcyclopropyl)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)NC1(CC1)C=O

Technology Process of tert-Butyl (1-formylcyclopropyl)carbamate

There total 6 articles about tert-Butyl (1-formylcyclopropyl)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%

tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (107017-73-2) → tert-butyl (1-formylcyclopropyl)carbamate (107259-06-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; -60 deg C to r.t.;

DOI:10.1002/jhet.5570250632

Reference yield: 40.0%

1-tert-butoxycarbonylamino-cyclopropanecarboxylic Acid Ethyl Ester (107259-05-2) → tert-butyl (1-formylcyclopropyl)carbamate (107259-06-3)

Guidance literature:

With diisopropyl aluminum hydride; In hexane; at -65 ℃; for 4h;

DOI:10.1248/cpb.42.1442

Reference yield:

1-<(t-butoxycarbonyl)amino>cyclopropane-1-carbonyl-N,O-dimethylhydroxylamide (161521-10-4) → tert-butyl (1-formylcyclopropyl)carbamate (107259-06-3)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1016/S0968-0896(03)00179-2

upstream raw materials:

tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate

1-tert-butoxycarbonylamino-cyclopropanecarboxylic Acid Ethyl Ester

1-<(t-butoxycarbonyl)amino>cyclopropane-1-carbonyl-N,O-dimethylhydroxylamide

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

Downstream raw materials:

tert-butyl N-(1-ethynylcyclopropyl)carbamate

tert-butyl N-[1-(aminomethyl)cyclopropyl]carbamate

tert-butyl N-[1-[3-[(2R)-2-[[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]pyrrolidin-1-yl]-2-cyano-3-oxo-prop-1-enyl]cyclopropyl]carbamate