3-[(Benzyloxycarbonyl)amino]propionaldehyde
- Product Name
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde
- CAS No.
- 65564-05-8
- Chemical Name
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde
- Synonyms
- Z-Beta-Ala-al;N-CBZ-3-AMinopropanal;Benzyl 3-oxopropylcarbaMate;(3-Oxo-propyl)-carbamic acid benzyl ester;3-(Cbz-amino)propanal;N-Cbz-3-oxopropanamine;Benzyl N-(3-oxopropyl)carbamate;3-Aminopropanal, N-CBZ protected;3-Aminopropanal, N-CBZ protected 97%;Phenylmethyl N-(3-oxopropyl)carbamate
- CBNumber
- CB8366386
- Molecular Formula
- C11H13NO3
- Formula Weight
- 207.23
- MOL File
- 65564-05-8.mol
3-[(Benzyloxycarbonyl)amino]propionaldehyde Property
- Melting point:
- 52-57 °C (lit.)
- Boiling point:
- 370.1±35.0 °C(Predicted)
- Density
- 1.142±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- Crystalline Powder
- pka
- 12.08±0.46(Predicted)
- color
- White to yellow
- InChI
- InChI=1S/C11H13NO3/c13-8-4-7-12-11(14)15-9-10-5-2-1-3-6-10/h1-3,5-6,8H,4,7,9H2,(H,12,14)
- InChIKey
- PQMOZOQTXKMYSK-UHFFFAOYSA-N
- SMILES
- C(OCC1=CC=CC=C1)(=O)NCCC=O
- CAS DataBase Reference
- 65564-05-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- WGK Germany
- 3
- HS Code
- 29223900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 592951
- Product name
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde
- Purity
- 95%
- Packaging
- 1g
- Price
- $109
- Updated
- 2025/07/31
- Product number
- P3040
- Product name
- Benzyl (3-Oxopropyl)carbamate
- Packaging
- 1G
- Price
- $138
- Updated
- 2025/07/31
- Product number
- B286890
- Product name
- 3-(Benzyloxycarbonylamino)propionaldehyde
- Packaging
- 5g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- B286890
- Product name
- 3-(Benzyloxycarbonylamino)propionaldehyde
- Packaging
- 50g
- Price
- $1650
- Updated
- 2021/12/16
- Product number
- FB144324
- Product name
- Benzyl (3-oxopropyl)carbamate
- Packaging
- 5G
- Price
- $320
- Updated
- 2021/12/16
3-[(Benzyloxycarbonyl)amino]propionaldehyde Chemical Properties,Usage,Production
Chemical Properties
White to yellow crystalline powder
Uses
3-(Benzyloxycarbonylamino)propionaldehyde is used as a reagent in the synthesis of Tuberactinomycin N, a peptide antibiotic that is used as an anti-tuberculotic drug. 3-(Benzyloxycarbonylamino)propionaldehyde is also used as a reagent to prepare L-epicapreomycidine, a guanidino amino acid that is naturally found in hydrolyzates of protease inhibitors.
Synthesis
34637-22-4
65564-05-8
The general procedure for the synthesis of N-benzyloxycarbonyl-3-aminopropanal from 3-(benzyloxycarbonylamino)-1-propanol was as follows: PCC (8.75 g, 40.6 mmol, 1.7 eq.) and Celite? (9 g) were stirred in dichloromethane (50 mL) for 5 min, followed by the addition of 3-(benzyloxycarbonylamino)-1-propanol (5.0 g, 24 mmol) dissolved in dichloromethane (30 mL). propanol (5.0 g, 24 mmol). After 4 hours of reaction, the reaction mixture was diluted with ether (100 mL) and filtered through a short pad of silica gel and Celite?filter. The residual solid was suspended in dichloromethane (25 mL) and precipitated with ether (50 mL) to pass the mixture through the same filter pad. After this process was repeated three times, the filtrate was evaporated under reduced pressure to give a yellow oil (5.0 g). Purification by column chromatography (petroleum ether solution of 40% ethyl acetate) afforded N-benzyloxycarbonyl-3-aminopropionaldehyde as a colorless viscous oil (3.0 g, 14.5 mmol) in 60% yield. rf value of 0.4 (petroleum ether solution of 50% ethyl acetate, PMA color developed); 1H NMR (CDCl3) δ: 2.75 (2H, t, J=5.7Hz. CH2), 3.49 (2H, apparent q, J=6.0 Hz, CH2), 5.09 (2H, s, CH2), 5.15 (1H, br s, NH), 7.30-7.39 (5H, m, Ar), 9.81 (1H, s, CHO); 13C NMR (CDCl3) δ: 34.6, 44.2, 66.9, 128.2 , 128.3, 128.7, 136.5, 165.4, 201.3; IR (neat) νmax: 3445, 1704, 1645 cm-1.
References
[1] Tetrahedron Letters, 2001, vol. 42, # 2, p. 183 - 185
[2] European Journal of Organic Chemistry, 2012, # 17, p. 3270 - 3277
[3] Tetrahedron, 1997, vol. 53, # 37, p. 12391 - 12404
[4] Tetrahedron Letters, 1987, vol. 28, # 33, p. 3827 - 3830
[5] Synlett, 2017, vol. 28, # 13, p. 1554 - 1557
3-[(Benzyloxycarbonyl)amino]propionaldehyde Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-[(Benzyloxycarbonyl)amino]propionaldehyde manufacturers
- Product
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
- Price
- US $0.00-0.00/g
- Min. Order
- 10mg
- Purity
- 99%HPLC
- Supply Ability
- 2000tons
- Release date
- 2020-01-15
- Product
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- 3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09