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Home > Encyclopedia > 3-[(Benzyloxycarbonyl)amino]propionaldehyde

3-[(Benzyloxycarbonyl)amino]propionaldehyde

3-[(Benzyloxycarbonyl)amino]propionaldehyde structure

3-[(Benzyloxycarbonyl)amino]propionaldehyde 

structure
  • CAS No:

    65564-05-8

  • Formula:

    C11H13NO3

  • Chemical Name:

    3-[(Benzyloxycarbonyl)amino]propionaldehyde

  • Synonyms:

    3-[(Benzyloxycarbonyl)aMino]propionaldehyde 95%;3-[(Carbobenzyloxy)amino]propionaldehyde;Benzyl N-(3-oxopropyl)carbamate;(3-Oxo-propyl)-carbamic acid benzyl ester;3-[(BENZYLOXYCARBONYL)AMINO]PROPIONALDEHYDE;3-[(BENZYLOXYCARBONYL)AMINO]-1-PROPANAL;N-Phenylmethoxycarbonyl-3-aminopropanol;N-Phenylmethoxycarbonyl-3-Aminopropanal

  • Categories:

    Organic Chemistry  >  Hydrazine or Hydroxylamine Derivatives

Description

White to yellow crystalline powder

3-[(Benzyloxycarbonyl)amino]propionaldehyde Basic Attributes

207.23

207.089539

DTXSID90439249

29223900

Characteristics

55.4

0.9

White to yellow Crystalline Powder

1.1±0.1 g/cm3

52-57 °C(lit.)

370.057ºC at 760 mmHg

177.6±25.9 °C

1.521

2-8°C

Safety Information

NONH for all modes of transport

3

Xi

3-[(Benzyloxycarbonyl)amino]propionaldehyde Use and Manufacturing

PCC (8.75g, 40.6mmol, 1.7 equiv.) and CeliteTo a solution of benzyl (3-hydroxypropyl)carbamate (1.0 g, 4.8 mmol) in DMSO (5 mL) was added Et3N (2.4 g, 24.0 mmol) and sulfur trioxide-pyridine complex (2.3 g, 14.4 mmol) at 0°C and the mixture was stirred at the same temperature for 1 h. The mixture wasthen diluted with DCM (20 mL), which was washed with 10percent Cu504 solution, saturated citric acid solution and brine (30 mL each). The organic layer was dried over Na2504, concentrated and the residue was purified by silica-gel column to give benzyl (3-oxopropyl)carbamate (200 mg, 20.2percent yield) as a white solid.General procedure: N-Cbz-3-aminopropanol (-OH), N-Cbz-3-aminopropanal (-CHO), and N-Cbz-3-aminopropanoic acid (-COOH) were incu-bated at maximum concentration (38, 17, and 11 mM, respectively)in 5 mL of 100 mM sodium acetate buffer (pH 5.0). The reaction wasallowed to take place under orbital agitation in a MultiThermTMdevice overnight for 19 h. Peroxide was continuously added to thereactor at 3 mM h−1General procedure: N-Cbz-3-aminopropanol (-OH), N-Cbz-3-aminopropanal (-CHO), and N-Cbz-3-aminopropanoic acid (-COOH) were incu-bated at maximum concentration (38, 17, and 11 mM, respectively)in 5 mL of 100 mM sodium acetate buffer (pH 5.0). The reaction wasallowed to take place under orbital agitation in a MultiThermTMdevice overnight for 19 h. Peroxide was continuously added to thereactor at 3 mM h−1

Computed Properties

Molecular Weight:207.23
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:207.08954328
Monoisotopic Mass:207.08954328
Topological Polar Surface Area:55.4
Heavy Atom Count:15
Complexity:200
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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